3-Halogeno-6-hydroxy-pyridone-(2) azo dyestuffs

An azo compound of the formula:

• ##STR33## in which x represents chloro, bromo or fluoro,
• R and R' independently represent hydrogen, phenyl, methoxyphenyl, cyclohexyl, alkyl contains 1 to 4 carbon atoms, or alkyl containing 1 to 4 carbon atoms substituted by halo, hydroxyl, NH.sub.2 -, dimethylamino, phenyl, methoxy, acetylamino, cyano, nitro, or a fiber reactive group capable of reacting with the hydroxyl groups of cellulose or with the amino groups of polyamides
• and
• D represents benzene, naphthalene, phenylazobenzene, naphthylazobenzene, diphenyl, diphenylurea or stilbene which is unsubstituted or substituted by sulfo, carboxy, chloro, bromo, trifluoromethyl, cyano, carbomethoxy, carboethoxy, methylsulfonyl, .beta.-hydroxyethylsulfonyl, methyl, nitro, .beta.-chloroethylsulfonyl, cyclohexyloxycarbonyl, aminosulfonyl, N-methylaminosulfonyl, N,N-dimethylaminosulfonyl, N,N-dimethylaminosulfonyl, N,.gamma.-isopropoxypropylaminosulfonyl, benzoylamino, N-isopropylaminosulfonyl, aminosulfonyloxy, methoxy, N,N-bis-(.beta.-hydroxyethyl)aminosulfonyl, vinylsulfo, .beta.-sulfatoethylsulfo, .beta.-thiosulfatoethylsulfo, -62 -thiosulfatopropionylamido, ethylsulfonyl, .beta.-thiosulfatoethylsulfonylamido, .beta.-hydroxyethylsulfonylpropionylaminoethyl, chloroacetylaminomethyl, dimethylaminosulfonoxy, di-n-butylaminosulfonoxy, n-propylaminosulfonoxy, N-morpholinosulfonoxy, N-piperidinosulfonoxy, cyclohexylaminosulfonoxy, N-methylanilinosulfonoxy, diethylaminosulfonoxy, ethyleneiminosulfonoxy, n-propoxysulfonyl, .beta.-chloroethoxysulfonyl, benzyloxysulfonyl, ethoxysulfonyl, acetylamino, hydroxy, acetyl, carbamyl, NH.sub.2 --, or amino substituted by a fiber reactive group capable of reacting with the hydroxyl groups of cellulose or with the amino groups of polyamides or a quaternary ammonium group selected from the group p-(N-chloro, N,N,N,-trimethylaminoacetyl) phenoxy, 2-(N-chloropyridinium(1)) ethoxy, N-chloro, N,N-dimethyl hydrazinium(N)-acetyl, N-bromo, N,N,N-triethylaminoacetyl, 3-(N-chloropyridinium(1))-2-hydroxypropylaminosulfonyl, and N-chloro, N-methylpyridinium (3)carbonamido;
• or 1:1 or 1:2 complexes thereof with iron, manganese, nickel, copper cobalt or chromium.