Ammonia → 5-dimethylamino-N-(5-cyano-6-ethyl-2,1,3-benzoxadiazol-4-yl)-1-naphthalenesulfonamide

HRID 1622

Reaction equation

HRID 1622 reaction equation
[CH3:1][N:2]([CH3:29])[C:3]1[CH:12]=[CH:11][CH:10]=[C:9]2[C:4]=1[CH:5]=[CH:6][CH:7]=[C:8]2[S:13]([NH:16][C:17]1[C:25]2[C:21](=[N:22][O:23][N:24]=2)[CH:20]=[C:19]([CH2:26][CH3:27])[C:18]=1Br)(=[O:15])=[O:14].[Cu](C#N)[C:31]#[N:32].N>N1C=CC=CC=1>[CH3:1][N:2]([CH3:29])[C:3]1[CH:12]=[CH:11][CH:10]=[C:9]2[C:4]=1[CH:5]=[CH:6][CH:7]=[C:8]2[S:13]([NH:16][C:17]1[C:25]2[C:21](=[N:22][O:23][N:24]=2)[CH:20]=[C:19]([CH2:26][CH3:27])[C:18]=1[C:31]#[N:32])(=[O:15])=[O:14]

Participants

5

Reactant 3

HCID 222AmmoniaHCID 196919025-dimethylamino-N-(5-bromo-6-ethyl-2,1,3-benzoxadiazol-4-yl)-1-naphthalenesulfonamideHCID 178418260HCID 178418260, compound

Product 1

HCID 196919295-dimethylamino-N-(5-cyano-6-ethyl-2,1,3-benzoxadiazol-4-yl)-1-naphthalenesulfonamide

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

A mixture of 4.6 g of 5-dimethylamino-N-(5-bromo-6-ethyl-2,1,3-benzoxadiazol-4-yl)-1-naphthalenesulfonamide and 1.3 g of copper cyanide is heated for 8 hours at 120° in 30 ml of pyridine. The mixture is poured onto aqueous ammonia solution, worked up in the customary manner and 5-dimethylamino- N-(5-cyano-6-ethyl-2,1,3-benzoxadiazol-4-yl)-1-naphthalenesulfonamide is obtained.

Sources & evidence

ORD record
ord-7917d2b512334ae09464c8fd110ae2ba
Source dataset
uspto-grants-1998_03
Patent number
US05726194

Linked notes

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