Preparation process of some halogeno-substituted monosulfides and their hydroxy-monosulfide of isothiouronium bromide equivalents as intermediates
AssigneeAstraZeneca AB
InventorsKenneth Edwin Warren, Anne Margaret Kane
Life of this patent
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Abstract
A process for preparing an intermediate compound of formula (II) where n is an integer of from 3 to 14; R1 is haloC1-10alkyl, C1-10alkyl, C2-10alkenyl, C2-10cycloalkyl, carboxyC1-10alkyl, C1-10alkoxycarbonylC1-10alkyl, aryl (such as phenyl), aryl(C1-10)alkyl (such as phenyl(C1-10)alkyl) or di(C1-6alkyl)amino; and R2 is a halo group; the process comprising halogenation of a compound of formula (III) where n and R1 are as defined above. Novel compounds are also described and claimed.
Claims15
A process for preparing a compound of formula (II)
- where n is an integer of from 3 to 14;
- R1 is haloC1-10alkyl, C1-10alkyl, C2-10alkenyl, C2-10cycloalkyl, carboxyC1-10alkyl, C1-10alkoxycarbonylC1-10alkyl, aryl, aryl(C1-10)alkyl or di(C1-6alkyl)amino;
- and R2 is a halo group;
- the process comprising halogenation of a compound of formula (III)
- where n and R1 are as defined above.
A process for preparing a compound of formula (III),
- where n is an integer of from 3 to 14;
- R1 is haloC1-10alkyl, C1-10alkyl, C2-10alkenyl, C2-10cycloalkyl, carboxyC1-10alkyl, C1-10alkoxycarbonylC1-10alkyl, aryl, aryl(C1-10)alkyl or di(C1-6alkyl)amino;
- which comprises reacting a compound of formula (IV)
- where n is an integer of from 3 to 14 and M+ is a metal ion, with a compound of formula (V)
- Z-R1 (V)
- where R1 is haloC1-10alkyl, C1-10alkyl, C2-10alkenyl, C2-10cycloalkyl, carboxyC1-10alkyl, C1-10alkoxycarbonylC1-10alkyl, aryl, aryl(C1-10)alkyl or di(C1-6alkyl)amino and Z is a leaving group.
A compound of formula (IIIA)
- where n is an integer of from 3 to 14.
A compound of formula (IIIB)
- where R6 is haloC1-10alkyl.
A compound of formula (IV)
- where n is an integer from 3 to 14 and M+ is an alkali metal ion selected from sodium or potassium.
A compound of formula (VI)
- where n is an integer of from 3 to 14, and X is a halo group.
A process for preparing a compound of formula (VI)
- where n is an integer of from 3 to 14, and X is a halo group, which process comprises reacting isothiourea with a compound of formula (IX)
- where R5 is halo.
Dependencies are inferred from the claim text.