Sodium → Methyl 4-amino-3,5-dichlorobenzoate

HRID 1657343Notes

Reaction equation

HRID 1657343 reaction equation
ClC1C=C(Cl)C=CC=1NC(OCC)=CC([O-])=O.[Cl:18][C:19]1[CH:24]=[C:23]([C:25]([O:27][CH3:28])=[O:26])[CH:22]=[C:21]([Cl:29])[C:20]=1[NH:30]N.[Na]>>[Cl:18][C:19]1[CH:24]=[C:23]([C:25]([O:27][CH3:28])=[O:26])[CH:22]=[C:21]([Cl:29])[C:20]=1[NH2:30]

Participants

4

Reactant 3

HCID 5360545SodiumHCID 54242666HCID 54242666, compoundHCID 86733497HCID 86733497, compound

Product 1

HCID 604808Methyl 4-amino-3,5-dichlorobenzoate

Procedure

2,6 -Dichloro-4-methoxycarbonylaniline (melting point: 72°-74°C) was prepared by introducing two chlorine atoms into the anilino nucleus using the method of Cohen; J. CHEM. SOC.; Vol. 81, Page 1336 (1902). The aniline was converted to 2,6 -dichloro-4-methoxycarbonylphenylhydrazine in a sodium nitritestannous chloride system using the method of D. S. Tarbell et al; JOURNAL OF THE AMERICAN CHEMICAL SOCIETY; Vol. 70, Page 1384 (1948). The melting point of the product was 130°-135°C.

Workup

  1. customwas 130°-135°C.

Sources & evidence

ORD record
ord-94b00ac65de8480d99ef6b2ea65937a2
Source dataset
uspto-grants-1976_06
Patent number
US03960571

Reaction notes

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