Benzoyl chloride, 3,4,5-trimethoxy- → HCID 21409951, compound

HRID 1283541Notes

Reaction equation

HRID 1283541 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:9]=[C:10]([O:14][CH3:15])[C:11]=1[O:12][CH3:13])[C:6]([Cl:8])=[O:7].[NH2:16][CH2:17][C:18]1([N:24]2[CH2:29][CH2:28][N:27]([CH3:30])[CH2:26][CH2:25]2)[CH2:23][CH2:22][CH2:21][CH2:20][CH2:19]1>C1C=CC=CC=1>[ClH:8].[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:9]=[C:10]([O:14][CH3:15])[C:11]=1[O:12][CH3:13])[C:6]([NH:16][CH2:17][C:18]1([N:24]2[CH2:25][CH2:26][N:27]([CH3:30])[CH2:28][CH2:29]2)[CH2:23][CH2:22][CH2:21][CH2:20][CH2:19]1)=[O:7]

Participants

4

Reactant 2

HCID 78282Benzoyl chloride, 3,4,5-trimethoxy-HCID 70181321-[1-(4-METHYLPIPERAZIN-1-YL)CYCLOHEXYL]METHANAMINE

Product 1

HCID 21409951HCID 21409951, compoundYield 45.4%

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent2×

Procedure

A solution of 3,4,5-trimethoxybenzoyl chloride (2.2 g;) in dry benzene (25 ml) and a solution of 1-[1-(aminomethyl)cyclohexyl]-4-methyl piperazine (2.0g;) in dry benzene (25 ml) were mixed and heated under reflux for 1 hr. The solid which formed was filtered, washed with benzene and was recrystallised from isopropanol-ether to give 1-[1-(3,4,5-trimethoxybenzamidomethyl)cyclohexyl]-4-methyl piperazine hydrochloride (1.9 g., 45.4%) m.p. 208°-9°C.

Workup

  1. temperatureheated
  2. temperatureunder reflux for 1 hr
  3. customThe solid which formed
  4. filtrationwas filtered
  5. washwashed with benzene
  6. customwas recrystallised from isopropanol-ether

Sources & evidence

ORD record
ord-0d9e4c1ca03a4e6e81475cd69c6944fd
Source dataset
uspto-grants-1976_08
Patent number
US03975443

Reaction notes

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