Sodium Iodide → Mono-N-demethyladinazolam

HRID 1413379Notes

Reaction equation

HRID 1413379 reaction equation
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[N:11]3[C:12]([CH2:15]Cl)=[N:13][N:14]=[C:10]3[CH2:9][N:8]=[C:7]([C:17]3[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=3)[C:6]=2[CH:23]=1.[CH3:24][NH2:25].[I-].[Na+]>>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[N:11]3[C:12]([CH2:15][NH:25][CH3:24])=[N:13][N:14]=[C:10]3[CH2:9][N:8]=[C:7]([C:17]3[CH:18]=[CH:19][CH:20]=[CH:21][CH:22]=3)[C:6]=2[CH:23]=1

Participants

4

Reactant 3

HCID 5238Sodium IodideHCID 6329MethylamineHCID 126123458-chloro-1-(chloromethyl)-6-phenyl-4H-[1,2,4]triazolo[4,3-a][1,4]benzodiazepine

Product 1

HCID 119094Mono-N-demethyladinazolam

Procedure

In the manner given in Example 1, 8-chloro-1-(chloromethyl)-6-phenyl-4H-s-triazolo[4,3-a][1,4]benzodiazepine was reacted with methylamine in the presence of sodium iodide to give 8-chloro-1-[(methylamino)methyl]-6-phenyl-4H-s-triazolo[4,3-a][1,4]benzodiazepin of melting point 152°-156° C.

Sources & evidence

ORD record
ord-ea33c69988da43118d0825464d03cbf4
Source dataset
uspto-grants-1981_02
Patent number
US04250094

Reaction notes

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