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

HRID 2397944Notes

Reaction equation

HRID 2397944 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.[CH2:13]([C:15]1[CH:23]=[CH:22][CH:21]=[C:20]([CH2:24][CH3:25])[C:16]=1[C:17](Cl)=[O:18])[CH3:14]>>[CH2:13]([C:15]1[CH:23]=[CH:22][CH:21]=[C:20]([CH2:24][CH3:25])[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])[CH3:14]

Participants

3

Reactant 2

HCID 130685842,6-Diethylbenzoyl chlorideHCID 141712692-Methyl-1,2,3,4-tetrahydroisoquinolin-5-amine

Product 1

HCID 216598Benzamide, 2,6-diethyl-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-diethylbenzoyl chloride according to the procedure of Example 19 to yield 5-(2,6-diethylbenzamido)-2-methyl-1,2,3,4-tetrahydroisoquinoline; m.p. 185.5°-187.5° C. after purification from ethanol.

Sources & evidence

ORD record
ord-b38433c4f62445d295328a3a5ecdaaf8
Source dataset
uspto-grants-1977_05
Patent number
US04022900

Reaction notes

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