4-Chlorobenzylamine → HCID 10471279, compound

HRID 1198924Notes

Reaction equation

HRID 1198924 reaction equation
C(O[C:4]([NH:6][C:7]1[S:8][C:9]([CH3:18])=[C:10]([CH3:17])[C:11]=1[C:12]([O:14]CC)=O)=[O:5])C.[Cl:19][C:20]1[CH:27]=[CH:26][C:23]([CH2:24][NH2:25])=[CH:22][CH:21]=1>C(O)C.CN(C)C=O>[Cl:19][C:20]1[CH:27]=[CH:26][C:23]([CH2:24][N:25]2[C:12](=[O:14])[C:11]3[C:10]([CH3:17])=[C:9]([CH3:18])[S:8][C:7]=3[NH:6][C:4]2=[O:5])=[CH:22][CH:21]=1

Participants

5

Reactant 2

HCID 660364-ChlorobenzylamineHCID 896721HCID 896721, compound

Product 1

HCID 10471279HCID 10471279, compoundYield 68%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 6228DimethylformamideSolvent

Procedure

A 1 g quantity of ethyl 2-ethoxycarbonylamino-4,5-dimethyl-3-thiophenecarboxylate and 1 g of 4-chlorobenzylamine were dissolved in a mixture of 3 ml of ethanol and 1 ml of N,N-dimethylformamide and the mixture was allowed to react in a sealed tube at 230° C. for 7 hours. The reaction mixture was concentrated and the residue was recrystallized from an acetone-ethanol-dimethylformamide mixture, giving 0.8 g of 3-(4-chlorobenzyl)-5,6-dimethylthieno[2,3-d]pyrimidin-2,4(1H,3H)-dione having a melting point of 291° to 292° C. in a yield of 68%.

Workup

  1. customto react in a sealed tube at 230° C. for 7 hours
  2. concentrationThe reaction mixture was concentrated
  3. customthe residue was recrystallized from an acetone-ethanol-dimethylformamide mixture

Sources & evidence

ORD record
ord-cf3101adb24d4529a194fd9b855a803f
Source dataset
uspto-grants-1990_02
Patent number
US04898867

Reaction notes

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