Formic Acid → HCID 13236344, compound

HRID 1649245Notes

Reaction equation

HRID 1649245 reaction equation
[C:1](OC(=O)C)(=[O:3])C.C(O)=O.[N:11]1([C:17]2[CH:26]=[CH:25][CH:24]=[C:23]3[C:18]=2[CH2:19][CH2:20][C:21](=[O:27])[NH:22]3)[CH2:16][CH2:15][NH:14][CH2:13][CH2:12]1.ClCCl>O>[CH:1]([N:14]1[CH2:15][CH2:16][N:11]([C:17]2[CH:26]=[CH:25][CH:24]=[C:23]3[C:18]=2[CH2:19][CH2:20][C:21](=[O:27])[NH:22]3)[CH2:12][CH2:13]1)=[O:3]

Participants

6

Reactant 4

HCID 284Formic AcidHCID 6344DichloromethaneHCID 7918Acetic AnhydrideHCID 11630008HCID 11630008, compound

Product 1

HCID 13236344HCID 13236344, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 1.22 ml of acetic anhydride and 0.5 ml of formic acid was stirred at 50°-60° C. for 2 hours. After cooling to room temperature, 1.0 g of 5-piperazinyl-3,4-dihydrocarbostyril was added portionwise to the reaction mixture, during which operation the product was solidified. To the solids was added 5 ml of dichloromethane and the mixture was stirred at room temperature for 2 hours. Then, a large amount of water was added thereto and the mixture was extracted with chloroform. After washing with water, the extract was dried over anhydrous sodium sulfate followed by removal of chloroform by distillation. Recrystallization of the residue from methanol gave 420 mg of 5-(4-formyl-1-piperazinyl)-3,4-dihydrocarbostyril, m.p. 263°-265° C., colorless granules.

Workup

  1. stirringthe mixture was stirred at room temperature for 2 hours
  2. extractionthe mixture was extracted with chloroform
  3. washAfter washing with water
  4. dry with materialthe extract was dried over anhydrous sodium sulfate
  5. customfollowed by removal of chloroform by distillation
  6. customRecrystallization of the residue from methanol

Sources & evidence

ORD record
ord-e1133232cfc048f2bf2ece0fe62b5343
Source dataset
uspto-grants-1983_11
Patent number
US04415572

Reaction notes

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