Ammonia → 3-[N-{2-nitro-5-(2-chloro-4-methylsulphonylphenoxy)phenyl}amino]propionamide

HRID 64758Notes

Reaction equation

HRID 64758 reaction equation
[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([O:10][C:11]2[CH:16]=[CH:15][C:14]([S:17]([CH3:20])(=[O:19])=[O:18])=[CH:13][C:12]=2[Cl:21])=[CH:6][C:5]=1[NH:22][CH2:23][CH2:24][C:25]([O:27]C)=O)([O-:3])=[O:2].[NH3:29]>CO>[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([O:10][C:11]2[CH:16]=[CH:15][C:14]([S:17]([CH3:20])(=[O:19])=[O:18])=[CH:13][C:12]=2[Cl:21])=[CH:6][C:5]=1[NH:22][CH2:23][CH2:24][C:25]([NH2:29])=[O:27])([O-:3])=[O:2]

Participants

4

Reactant 2

HCID 222AmmoniaHCID 20237335methyl 3-[N-{2-nitro-5-(2-chloro-4-methylsulphonylphenoxy)phenyl}amino]propionate

Product 1

HCID 202373603-[N-{2-nitro-5-(2-chloro-4-methylsulphonylphenoxy)phenyl}amino]propionamide

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

The ester (7), obtained according to Example III, in an amount of 1.6 g was suspended in 40 ml of methanol. Ammonia was introduced until saturation and then the reaction mixture was stirred for two days. The solid material was sucked off and recrystallized from ethylacetate. The desired product was obtained in a yield of 0.9 g; melting point 196° C.

Workup

  1. customrecrystallized from ethylacetate

Sources & evidence

ORD record
ord-cf111e7778574e5380b809ac092446f2
Source dataset
uspto-grants-1986_09
Patent number
US04609753

Reaction notes

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