2,6-Dimethoxybenzoyl chloride → Benzamide, 2,6-dimethoxy-N-(1,2,3,4-tetrahydro-2-methylisoquinolin-5-yl)-

HRID 2397941Notes

Reaction equation

HRID 2397941 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]=[CH:22][CH:21]=[C:20]([O:24][CH3:25])[C:16]=1[C:17](Cl)=[O:18]>>[CH3:25][O:24][C:20]1[CH:21]=[CH:22][CH:23]=[C:15]([O:14][CH3:13])[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 748102,6-Dimethoxybenzoyl chlorideHCID 141712692-Methyl-1,2,3,4-tetrahydroisoquinolin-5-amine

Product 1

HCID 216595Benzamide, 2,6-dimethoxy-N-(1,2,3,4-tetrahydro-2-methylisoquinolin-5-yl)-

Procedure

5-Amino-2-methyl-1,2,3,4-tetrahydroisoquinoline was reacted with 2,6-dimethoxybenzoyl chloride according to the procedure of Example 19 to yield 5-(2,6-dimethoxybenzamido)-2-methyl-1,2,3,4-tetrahydroisoquinoline; m.p. 191°-192° C. after recrystallization from benzene.

Sources & evidence

ORD record
ord-df11d3fcd1df411faa684c7e4a7721b6
Source dataset
uspto-grants-1977_05
Patent number
US04022900

Reaction notes

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