Methylamine → 8-Methylsulfamoyl-1,2,3,4-tetrahydroisoquinoline

Reaction equation

[NH2:1][C:2]1C=CC=C2C=1CNCC2.C([N:15]1[CH2:24][CH2:23][C:22]2[C:17](=[C:18]([S:25](Cl)(=[O:27])=[O:26])[CH:19]=[CH:20][CH:21]=2)[CH2:16]1)(=O)C.CN>>[CH3:2][NH:1][S:25]([C:18]1[CH:19]=[CH:20][CH:21]=[C:22]2[C:17]=1[CH2:16][NH:15][CH2:24][CH2:23]2)(=[O:27])=[O:26]

Participants

Reactant 3

HCID 6329Methylamine

HCID 15896351HCID 15896351, compound

HCID 205232091,2,3,4-Tetrahydroisoquinolin-8-amine

Product 1

HCID 213938758-Methylsulfamoyl-1,2,3,4-tetrahydroisoquinoline

Procedure

By the procedure of Example 15, 8-amino-1,2,3,4-tetrahydroisoquinoline is converted to 2-acetyl-8-chlorosulfonyl-1,2,3,4-tetrahydroisoquinoline. Reacting with metylamine by the procedure of Example 27 and hydrolyzing to remove the 2-acetyl group gives 8-methylsulfamoyl-1,2,3,4-tetrahydroisoquinoline.