Thionyl Chloride → HCID 19040618, compound

HRID 1683772Notes

Reaction equation

HRID 1683772 reaction equation
[Cl:1][C:2]1[C:7]2[CH2:8][CH2:9][N:10]([CH3:13])[CH2:11][CH2:12][C:6]=2[C:5]([CH2:14][CH2:15][CH2:16]O)=[CH:4][CH:3]=1.S(Cl)([Cl:20])=O>C(Cl)Cl>[ClH:1].[Cl:1][C:2]1[C:7]2[CH2:8][CH2:9][N:10]([CH3:13])[CH2:11][CH2:12][C:6]=2[C:5]([CH2:14][CH2:15][CH2:16][Cl:20])=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 24386Thionyl ChlorideHCID 19040655HCID 19040655, compound

Product 1

HCID 19040618HCID 19040618, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Conditions

Temperature
25 °C

Procedure

A solution of 9-chloro-2,3,4,5-tetrahydro-3-methyl-1H-3-benzazepine-6-propanol (0.8 g, 3 mmol) in methylene chloride (30 ml) was stirred at 5° C. and treated with thionyl chloride (40 ml). The mixture was stirred for 10 minutes at 5° C., 15 minutes at 25° C., 3 hours at 55° C. and 16 hours at 25° C. The mixture was concentrated to give 0.96 g of 6-chloro-9-(3-chloropropyl)-2,3,4,5-tetrahydro-3-methyl-1H-3-benzazepine hydrochloride.

Workup

  1. concentrationThe mixture was concentrated

Sources & evidence

ORD record
ord-67680c5111f841bda47812b8e4f8efdf
Source dataset
uspto-grants-1997_06
Patent number
US05639748

Reaction notes

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