Dimethylcarbamoyl Chloride → HCID 10155020, compound

HRID 1769977Notes

Reaction equation

HRID 1769977 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([NH:8][CH2:9][C:10]2[CH:15]=[CH:14][C:13]([Cl:16])=[CH:12][C:11]=2[Cl:17])=[CH:4][C:3]=1[N+:18]([O-])=O.[CH3:21][N:22]([CH3:26])[C:23](Cl)=[O:24].C1(N)C(F)=C(F)C(F)=C(N)C=1F.Cl.Cl>>[NH2:18][C:3]1[CH:4]=[C:5]([NH:8][CH2:9][C:10]2[CH:15]=[CH:14][C:13]([Cl:16])=[CH:12][C:11]=2[Cl:17])[CH:6]=[CH:7][C:2]=1[NH:1][C:23](=[O:24])[N:22]([CH3:26])[CH3:21]

Participants

4

Reactant 3

HCID 6598Dimethylcarbamoyl ChlorideHCID 149026Tetrafluoro-m-phenylenediamine dihydrochlorideHCID 20096592HCID 20096592, compound

Product 1

HCID 10155020HCID 10155020, compoundYield 35.1%

Procedure

A suspension of 31.2 g (100 mmol) 2-amino-5-(2,4-dichlorobenzylamino)-nitrobenzene is hydrogenated in a manner analogous with Example 1 (variant A) and worked up appropriately with 13.9 g (101 mmol) N,N-dimethylcarbamoyl chloride. 12.4 g of the end product are obtained in the form of the dihydrochloride. This forms colorless to pale pink crystals.

Sources & evidence

ORD record
ord-79e07c8af94c479084e40eeb339278ee
Source dataset
uspto-grants-1995_01
Patent number
US05384330

Reaction notes

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