Ammonia → HCID 178505127, compound

HRID 1374826Notes

Reaction equation

HRID 1374826 reaction equation
[C:1]([CH2:4][N:5]([C:10]1[CH:15]=[CH:14][C:13]([NH:16]/[C:17](=[C:24]2\[C:25](=[O:43])[NH:26][C:27]3[C:32]\2=[CH:31][C:30]([NH:33][S:34]([C:37]2[CH:42]=[CH:41][CH:40]=[CH:39][CH:38]=2)(=[O:36])=[O:35])=[CH:29][CH:28]=3)/[C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)=[CH:12][CH:11]=1)[S:6]([CH3:9])(=[O:8])=[O:7])(O)=O.C1N=CN(C(N2C=NC=C2)=O)C=1.[NH3:56].[OH2:57]>CN(C=O)C>[NH2:56][C:1]([CH2:4][N:5]([C:10]1[CH:11]=[CH:12][C:13]([NH:16]/[C:17](=[C:24]2\[C:25](=[O:43])[NH:26][C:27]3[C:32]\2=[CH:31][C:30]([NH:33][S:34]([C:37]2[CH:38]=[CH:39][CH:40]=[CH:41][CH:42]=2)(=[O:36])=[O:35])=[CH:29][CH:28]=3)/[C:18]2[CH:19]=[CH:20][CH:21]=[CH:22][CH:23]=2)=[CH:14][CH:15]=1)[S:6]([CH3:9])(=[O:7])=[O:8])=[O:57]

Participants

6

Reactant 4

HCID 222AmmoniaHCID 962WaterHCID 682631,1'-CarbonyldiimidazoleHCID 178505133HCID 178505133, compound

Product 1

HCID 178505127HCID 178505127, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A solution of 250 mg (0.4 mmol) of (Z)-3-[1-(4-(N-carboxymethyl-N-methylsulphonyl-amino)-phenylamino)-1-phenyl-methylidene]-5-phenylsulphonylamino-2-indolinone and 82 mg (0.4 mmol) of CDI in 5 ml of DMF is stirred for 1 hour at 50° C. 1 ml of condensed ammonia is added and the mixture is stirred for 5 hours at ambient temperature. Then water is added. The yellow precipitate is suction filtered, washed with water, a little isopropanol and ether, then dried in vacuo.

Workup

  1. additionis added
  2. filtrationfiltered
  3. washwashed with water
  4. dry with materiala little isopropanol and ether, then dried in vacuo

Sources & evidence

ORD record
ord-8a4282c0cad14bf29009d134bedda2fc
Source dataset
uspto-grants-2007_01
Patent number
US07166615B2

Reaction notes

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