Dimethylformamide → HCID 178516953, compound

HRID 1086793Notes

Reaction equation

HRID 1086793 reaction equation
C([CH2:4][N:5]1[C:9](=[O:10])[CH2:8][S:7][C:6]1=[S:11])(O)=O.[NH2:12][C:13]1[CH:22]=[CH:21][C:16]2[N:17]=[C:18]([SH:20])[NH:19][C:15]=2[CH:14]=1.C1(N=C=NC2CCCCC2)CCCCC1.CN(C)C=[O:41]>O1CCCC1>[SH:20][C:18]1[NH:19][C:15]2[CH:14]=[C:13]([NH:12][C:4]([N:5]3[C:9](=[O:10])[CH2:8][S:7][C:6]3=[S:11])=[O:41])[CH:22]=[CH:21][C:16]=2[N:17]=1

Participants

6

Reactant 4

HCID 6228DimethylformamideHCID 10868DicyclohexylcarbodiimideHCID 797933-Thiazolidineacetic acid, 4-oxo-2-thioxo-HCID 178507340HCID 178507340, compound

Product 1

HCID 178516953HCID 178516953, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

1.15 g of 3-carboxymethyl rhodanine and 1 g of 5-amino-2-mercaptobenzimidazole were dissolved in 25 ml of tetrahydrofuran. A solution of 1.2 g of dicyclohexyl carbodiimide in 5 ml of tetrahydrofuran was added to the solution. The mixture was then stirred at room temperature for 5 hours. The resulting precipitate was filtered off to obtain 2 g of semiopaque powder. 20 ml of N,N-dimethylformamide was added to the powder. The mixture was then stirred. Insoluble matters were filtered out. 200 ml of water was added to the filtrate. The resulting precipitate was filtered off, washed with water and then dried to obtain 1.1 g of 3-[N-(2-mercaptobenzimidazole-5-yl)carbamoyl]rhodanine in the form of semiopaque powder;

Workup

  1. filtrationThe resulting precipitate was filtered off
  2. customto obtain 2 g of semiopaque powder
  3. stirringThe mixture was then stirred
  4. filtrationInsoluble matters were filtered out
  5. addition200 ml of water was added to the filtrate
  6. filtrationThe resulting precipitate was filtered off
  7. washwashed with water
  8. customdried

Sources & evidence

ORD record
ord-e9fe092e893c42b9b534a1b989ff0658
Source dataset
uspto-grants-1991_07
Patent number
US05032500

Reaction notes

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