# US 4,398,042 A · Process for the production of 3-mercapto-propanediol-(1,2)

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- Number: US 4,398,042 A
- Document ID: US4398042A
- Status: Granted
- Kind: A
- Application number: 06/252,608
- Filed: 1981-04-09
- Granted: 1983-08-09
- Earliest claimed: 1980-04-12
- Assignees: Degussa Aktienbesellschaft
- Inventors: Axel Kleemann; Robert Nygren; Rudolf Wagner
- Web page: https://patentgrep.com/patent/US4398042A

## CPC

- C07C 323/00: Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups
- C07C: ACYCLIC OR CARBOCYCLIC COMPOUNDS

## Abstract

The production of 3-mercapto-propanediol-1,2 is attained with good yields and in an industrially simple manner by reacting liquid hydrogen sulfide with glycidol under pressure, namely either in the presence of aluminum oxide or a sodium aluminum silicate, i.e., in heterogeneous phase or in the presence of an alkali or alkaline earth hydroxide dissolving in reaction medium, i.e. in homogeneous phase.

## Claims

### Claim 1

In a process for the production of 3-mercapto-propanediol-1,2 by the reaction of hydrogen sulfide with glycidol in the presence of a catalyst, the improvement comprising reacting liquid hydrogen sulfide with glycidol under pressure sufficient to keep the hydrogen sulfide in liquid form and wherein the reaction is carried out in heterogeneous phase with montmorillonite or hydroxysodalite as a solid catalyst at 30.degree.-150.degree. C.

### Claim 2 (depends on 1)

A process according to claim 1 wherein the liquid hydrogen sulfide and glycidol are employed in the molar ratio of 3:1 to 10:1.

### Claim 3 (depends on 2)

A process according to claim 2 wherein the liquid hydrogen sulfide and glycidol are employed in the molar ratio of 4:1 to 6:1.

### Claim 4 (depends on 3)

A process according to claim 3 wherein the reaction is carried out at a temperature of 15 to 200 bar.

### Claim 5 (depends on 2)

A process according to claim 2 wherein the reaction is carried out at a pressure of 15 to 200 bar.

### Claim 6 (depends on 1)

A process according to claim 1 wherein the reaction is carried out at a pressure of 15 to 200 bar.

### Claim 7 (depends on 1)

A process according to claim 1 wherein the reaction is carried out in the presence of water or a low molecular weight aliphatic alcohol as a solvent.

### Claim 8 (depends on 7)

A process according to claim 7 wherein the liquid hydrogen sulfide and glycidol are employed in the molar ratio of 3:1 to 10:1.

### Claim 9 (depends on 8)

A process according to claim 8 wherein the solvent is an alkanol having 1 to 3 carbon atoms.

### Claim 10 (depends on 1)

A process according to claim 1 carried out batchwise and wherein the same catalyst is employed for successive batches of liquid hydrogen sulfide and glycidol.

### Claim 11 (depends on 10)

A process according to claim 10 wherein the same catalyst is employed for at least 11 batches.

### Claim 12 (depends on 1)

A process according to claim 1 wherein the catalyst is montmorillonite.

### Claim 13 (depends on 12)

A process according to claim 12 wherein the liquid hydrogen sulfide and glycidol are employed in the molar ratio of 4:1 to 6:1.

### Claim 14 (depends on 12)

A process according to claim 12 wherein the liquid hydrogen sulfide and glycidol are employed in the molar ratio of 3:1 to 10:1.

### Claim 15 (depends on 14)

A process according to claim 14 wherein the liquid hydrogen sulfide and glycidol are employed in the molar ratio of 3:1.

### Claim 16 (depends on 12)

A process according to claim 12 wherein the same catalyst is employed for successive batches of liquid hydrogen sulfide and glycidol.

### Claim 17 (depends on 16)

A process according to claim 16 wherein the same catalyst is employed for at least 11 batches.

### Claim 18 (depends on 1)

A process according to claim 1 wherein the catalyst is hydroxysodalite.

### Claim 19 (depends on 18)

A process according to claim 18 wherein the liquid hydrogen sulfide and glycidol are employed in the molar ratio of 4:1 to 6:1.

### Claim 20 (depends on 18)

A process according to claim 18 wherein the liquid hydrogen sulfide and glycidol are employed in the molar ratio of 3:1 to 10:1.

### Claim 21 (depends on 19)

A process according to claim 19 wherein the liquid hydrogen sulfide and glycidol are employed in the molar ratio of 3:1.

### Claim 22 (depends on 18)

A process according to claim 18 wherein the same catalyst is employed for successive batches of liquid hydrogen sulfide and glycidol.

### Claim 23 (depends on 22)

A process according to claim 22 wherein the same catalyst is employed for at least 11 batches.

### Claim 24 (depends on 1)

A process according to claim 1 wherein the liquid hydrogen sulfide and glycidol are employed in the molar ratio of 5:1.