Stannous chloride dihydrate → 6-Amino-4-(3,4-dibromophenylamino)quinoline-3-carbonitrile

HRID 612263Notes

Reaction equation

HRID 612263 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]([NH:9][C:10]2[C:19]3[C:14](=[CH:15][CH:16]=[C:17]([N+:20]([O-])=O)[CH:18]=3)[N:13]=[CH:12][C:11]=2[C:23]#[N:24])[CH:5]=[CH:6][C:7]=1[Br:8].O.O.Cl[Sn]Cl>>[NH2:20][C:17]1[CH:18]=[C:19]2[C:14](=[CH:15][CH:16]=1)[N:13]=[CH:12][C:11]([C:23]#[N:24])=[C:10]2[NH:9][C:4]1[CH:5]=[CH:6][C:7]([Br:8])=[C:2]([Br:1])[CH:3]=1

Participants

3

Reactant 2

HCID 61436Stannous chloride dihydrateHCID 101146524-[(3,4-Dibromophenyl)amino]-6-nitro-quinoline-3-carbonitrile

Product 1

HCID 101589666-Amino-4-(3,4-dibromophenylamino)quinoline-3-carbonitrileYield 27.3%

Procedure

Prepared from 4.90 g of 4-(3,4-dibromophenylamino)-6-nitroquinoline-3-carbonitrile and 12.4 g of SnCl2.2H2O in the same manner as Example 378. There was obtained 1.25 g of 6-amino-4-(3,4-dibromophenylamino)quinoline-3-carbonitrile as a brown solid: mass spectrum (electrospray, m/e): M+H 416.9, 418.9.

Sources & evidence

ORD record
ord-3a0710b9694c4949b7324049106c26cd
Source dataset
uspto-grants-1999_12
Patent number
US06002008

Reaction notes

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