Acetyl chloride → HCID 21503575, compound

HRID 1288149Notes

Reaction equation

HRID 1288149 reaction equation
[C:1]([Cl:4])(=[O:3])[CH3:2].[Cl:5][C:6]1[C:15]2[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=2[N:9]=[C:8]2[CH2:16][CH2:17][CH2:18][NH:19][CH2:20][C:7]=12.C(N(CC)CC)C>C(Cl)(Cl)Cl>[ClH:4].[C:1]([N:19]1[CH2:18][CH2:17][CH2:16][C:8]2=[N:9][C:10]3[CH:11]=[CH:12][CH:13]=[CH:14][C:15]=3[C:6]([Cl:5])=[C:7]2[CH2:20]1)(=[O:3])[CH3:2]

Participants

5

Reactant 3

HCID 6367Acetyl chlorideHCID 8471TriethylamineHCID 21503388HCID 21503388, compound

Product 1

HCID 21503575HCID 21503575, compound

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

4.3 gm (55 millimols) of acetyl chloride were added dropwise to a mixture of 11.8 gm (50 millimols) of 11-chloro-2,3,4,5-tetrahydro-1H-azepino[4,3-b]quinoline, 5.5 gm. (55 millimols) of triethylamine and 300 ml of chloroform. After 100 hours of standing, the mixture was washed with water, and the chloroform phase was evaporated. The raw crystalline base was purified on a silicagel column with benzene/acetone (2:1) as the eluant. The hydrochloride was precipitated from isopropanol with isopropanolic hydrochloric acid.

Workup

  1. washthe mixture was washed with water
  2. customthe chloroform phase was evaporated
  3. customThe raw crystalline base was purified on a silicagel column with benzene/acetone (2:1) as the eluant
  4. customThe hydrochloride was precipitated from isopropanol with isopropanolic hydrochloric acid

Sources & evidence

ORD record
ord-0f130278877042d093c3d86ae6fb8662
Source dataset
uspto-grants-1976_10
Patent number
US03987047

Reaction notes

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