Water → HCID 14835900, compound

HRID 1709239Notes

Reaction equation

HRID 1709239 reaction equation
O[CH:2]1[C:12]2[C:7](=[N:8][CH:9]=[CH:10][CH:11]=2)[CH2:6][CH2:5][C:4]2[CH:13]=[CH:14][CH:15]=[CH:16][C:3]1=2.S(Cl)([Cl:19])=O.O>C(Cl)Cl>[ClH:19].[Cl:19][CH:2]1[C:12]2[C:7](=[N:8][CH:9]=[CH:10][CH:11]=2)[CH2:6][CH2:5][C:4]2[CH:13]=[CH:14][CH:15]=[CH:16][C:3]1=2

Participants

5

Reactant 3

HCID 962WaterHCID 24386Thionyl ChlorideHCID 2882410,11-Dihydro-5H-benzo[4,5]cyclohepta[1,2-b]pyridin-5-ol

Product 1

HCID 14835900HCID 14835900, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

21.1 g of 5-hydroxy-10,11-dihydro-5H-benzo[4,5]cyclohepta[1,2-b]pyridine was suspended in 100 ml of methylene chloride. To the suspension was added 35.7 g of thionyl chloride with water-cooling. The resulting mixture was stirred for 1 hour at room temperature. The solvent was removed by distillation under reduced pressure to obtain crystals of 5-chloro-10,11-dihydro-5H-benzo[4,5]cyclohepta[1,2-b]pyridine hydrochloride. The crystals were suspended in 100 ml of methylene chloride.

Workup

  1. temperaturecooling
  2. customThe solvent was removed by distillation under reduced pressure

Sources & evidence

ORD record
ord-1f16ab46d06c4285b14c3185c5523486
Source dataset
uspto-grants-1990_08
Patent number
US04948796

Reaction notes

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