p-Anisoyl chloride → Benzamide, 4-methoxy-N-(1,2,3,4-tetrahydro-2-methylisoquinolin-5-yl)-

HRID 2397940Notes

Reaction equation

HRID 2397940 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][C:18]([C:19](Cl)=[O:20])=[CH:17][CH:16]=1>>[CH3:13][O:14][C:15]1[CH:23]=[CH:22][C:18]([C:19]([NH:1][C:2]2[CH:11]=[CH:10][CH:9]=[C:8]3[C:3]=2[CH2:4][CH2:5][N:6]([CH3:12])[CH2:7]3)=[O:20])=[CH:17][CH:16]=1

Participants

3

Reactant 2

HCID 7477p-Anisoyl chlorideHCID 141712692-Methyl-1,2,3,4-tetrahydroisoquinolin-5-amine

Product 1

HCID 216594Benzamide, 4-methoxy-N-(1,2,3,4-tetrahydro-2-methylisoquinolin-5-yl)-

Procedure

5-Amino-2-methyl-1,2,3,4-tetrahydroisoquinoline was reacted with 4-methoxybenzoyl chloride according to the procedure of Example 19 to yield 5-(4-methoxybenzamido)2-methyl-1,2,3,4-tetrahydroisoquinoline; m.p. 169.5°-171.5° C. after purification from ethanol.

Sources & evidence

ORD record
ord-59994bd7e854463bacb1389d968abc93
Source dataset
uspto-grants-1977_05
Patent number
US04022900

Reaction notes

Loading…