Pyridine → HCID 21431624, compound

HRID 268481Notes

Reaction equation

HRID 268481 reaction equation
[Cl:1][C:2]1[CH:22]=[CH:21][C:5]2[C:6]3[NH:20][N:19]=[CH:18][C:7]=3[CH2:8][N:9]=[C:10]([C:11]3[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=3[Cl:17])[C:4]=2[CH:3]=1.Cl[C:24]([O:26][CH2:27][CH3:28])=[O:25].N1C=CC=CC=1.C(Cl)Cl>C(Cl)(Cl)Cl>[ClH:1].[Cl:1][C:2]1[CH:22]=[CH:21][C:5]2[C:6]3[C:7](=[CH:18][N:19]([C:24]([O:26][CH2:27][CH3:28])=[O:25])[N:20]=3)[CH2:8][N:9]=[C:10]([C:11]3[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=3[Cl:17])[C:4]=2[CH:3]=1

Participants

6

Reactant 4

HCID 1049PyridineHCID 6344DichloromethaneHCID 10928Ethyl chloroformateHCID 20321571HCID 20321571, compound

Product 1

HCID 21431624HCID 21431624, compound

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

The mixture of 0.33 g of 8-chloro-6-(2-chlorophenyl)-1H,4H-pyrazolo[4,3-d](2)benzazepine, 0.141 g of ethyl chloroformate, 0.16 g of pyridine and 10 ml of methylene chloride is stirred at room temperature for 2 hours. It is diluted with chloroform, washed with aqueous sodium bicarbonate, the organic phase separated, dried and evaporated. The residue is taken up in the minimum amount of acetone and the solution neutralized with ethereal hydrogen chloride, to yield the 8-chloro-6-(2-chlorophenyl)-2-ethoxycarbonyl-2H,4H-pyrazolo[4,3-d](2)benzazepine hydrochloride melting at 151°-152°.

Workup

  1. washwashed with aqueous sodium bicarbonate
  2. customthe organic phase separated
  3. customdried
  4. customevaporated

Sources & evidence

ORD record
ord-c143c0994f1241f3b580c9d90e931465
Source dataset
uspto-grants-1976_03
Patent number
US03947585

Reaction notes

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