Ammonia → HCID 10183315, compound

HRID 1268826Notes

Reaction equation

HRID 1268826 reaction equation
O.N.[C:3]([C:5]1[CH:6]=[C:7]([NH:11][CH:12]([C:30]2[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=2)[C:13]([NH:15][C:16]2[CH:21]=[CH:20][C:19]([N:22]3[CH2:26][CH2:25][CH2:24][S:23]3(=[O:28])=[O:27])=[C:18]([CH3:29])[CH:17]=2)=[O:14])[CH:8]=[CH:9][CH:10]=1)#[N:4]>CO>[NH2:4][CH2:3][C:5]1[CH:6]=[C:7]([NH:11][CH:12]([C:30]2[CH:31]=[CH:32][CH:33]=[CH:34][CH:35]=2)[C:13]([NH:15][C:16]2[CH:21]=[CH:20][C:19]([N:22]3[CH2:26][CH2:25][CH2:24][S:23]3(=[O:28])=[O:27])=[C:18]([CH3:29])[CH:17]=2)=[O:14])[CH:8]=[CH:9][CH:10]=1

Participants

5

Reactant 3

HCID 222AmmoniaHCID 962WaterHCID 18446829HCID 18446829, compound

Product 1

HCID 10183315HCID 10183315, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

200 mg of water-moist Raney nickel and 1.0 ml of methanolic ammonia solution are added to a solution of 200 mg (0.434 mmol) of 2-(3-cyanophenylamino)-N-[4-(1,1-dioxoisothiazolidin-2-yl)-3-methylphenyl]-2-phenylacetamide in 3 ml of methanol, and the mixture is hydrogenated at 50° C. The reaction mixture is filtered, and the filtrate is evaporated, giving 2-(3-aminomethylphenylamino)-N-[4-(1,1-dioxoisothiazolidin-2-yl)-3-methylphenyl]-2-phenylacetamide as a colourless solid; ESI 465.

Workup

  1. customis hydrogenated at 50° C
  2. filtrationThe reaction mixture is filtered
  3. customthe filtrate is evaporated

Sources & evidence

ORD record
ord-40c82d90c4e742c08039d510e6853006
Source dataset
uspto-grants-2007_04
Patent number
US07199133B2

Reaction notes

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