2,4,5-Trimethoxybenzoyl chloride → Benzamide, N-(1,2,3,4-tetrahydro-2-methylisoquinolin-5-yl)-2,4,5-trimethoxy-

HRID 2397942

Reaction equation

HRID 2397942 reaction equation
[NH2:1][C:2]1[CH:11]=[CH:10][CH:9]=[C:8]2[C:3]=1[CH2:4][CH2:5][N:6]([CH3:12])[CH2:7]2.[CH3:13][O:14][C:15]1[CH:23]=[C:22]([O:24][CH3:25])[C:21]([O:26][CH3:27])=[CH:20][C:16]=1[C:17](Cl)=[O:18]>>[CH3:13][O:14][C:15]1[CH:23]=[C:22]([O:24][CH3:25])[C:21]([O:26][CH3:27])=[CH:20][C:16]=1[C:17]([NH:1][C:2]1[CH:11]=[CH:10][CH:9]=[C:8]2[C:3]=1[CH2:4][CH2:5][N:6]([CH3:12])[CH2:7]2)=[O:18]

Participants

3

Reactant 2

HCID 27608092,4,5-Trimethoxybenzoyl chlorideHCID 141712692-Methyl-1,2,3,4-tetrahydroisoquinolin-5-amine

Product 1

HCID 216596Benzamide, N-(1,2,3,4-tetrahydro-2-methylisoquinolin-5-yl)-2,4,5-trimethoxy-

Procedure

5-Amino-2-methyl-1,2,3,4-tetrahydroisoquinoline was reacted with 2,4,5-trimethoxybenzoyl chloride according to the procedure of Example 19 to yield 5-(2,4,5-trimethoxybenzamido)-2-methyl-1,2,3,4-tetrahydroisoquinoline; m.p. 159°-160.5° C. after purification from ethanol.

Sources & evidence

ORD record
ord-ecbe45762ab840158cd1cbf6233030f3
Source dataset
uspto-grants-1977_05
Patent number
US04022900

Linked notes

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