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

HRID 2397943Notes

Reaction equation

HRID 2397943 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][C:14]1[CH:22]=[CH:21][CH:20]=[C:19]([CH3:23])[C:15]=1[C:16](Cl)=[O:17]>>[CH3:13][C:14]1[CH:22]=[CH:21][CH:20]=[C:19]([CH3:23])[C:15]=1[C:16]([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:17]

Participants

3

Reactant 2

HCID 890962,6-Dimethylbenzoyl chlorideHCID 141712692-Methyl-1,2,3,4-tetrahydroisoquinolin-5-amine

Product 1

HCID 216597Benzamide, 2,6-dimethyl-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-dimethylbenzoyl chloride according to the procedure of Example 19 to yield 5-(2,6-dimethylbenzamido)-2-methyl-1,2,3,4-tetrahydroisoquinoline; m.p. 199.5°-201° C. after purification from ethanol.

Sources & evidence

ORD record
ord-a52bcd0ba2484e159f9810754ee83fba
Source dataset
uspto-grants-1977_05
Patent number
US04022900

Reaction notes

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