4-bromo-5-methoxy-N-((2-(methylthio)benzo[d]thiazol-6-yl)methyl)-2-nitroaniline → 5-Bromo-N1-((2-(methylthio)benzo[d]thiazol-6-yl)methyl)benzene-1,2-diamine

HRID 1848095Notes

Reaction equation

HRID 1848095 reaction equation
[Br:1][C:2]1[CH:3]=[CH:4][C:5]([N+:21]([O-])=O)=[C:6]([CH:20]=1)[NH:7][CH2:8][C:9]1[CH:19]=[CH:18][C:12]2[N:13]=[C:14]([S:16][CH3:17])[S:15][C:11]=2[CH:10]=1.BrC1C(OC)=CC(NCC2C=CC3N=C(SC)SC=3C=2)=C([N+]([O-])=O)C=1>>[Br:1][C:2]1[CH:20]=[C:6]([NH:7][CH2:8][C:9]2[CH:19]=[CH:18][C:12]3[N:13]=[C:14]([S:16][CH3:17])[S:15][C:11]=3[CH:10]=2)[C:5]([NH2:21])=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 866810294-bromo-5-methoxy-N-((2-(methylthio)benzo[d]thiazol-6-yl)methyl)-2-nitroanilineHCID 866810725-bromo-N-((2-(methylthio)benzo[d]thiazol-6-yl)methyl)-2-nitroaniline

Product 1

HCID 866810735-Bromo-N1-((2-(methylthio)benzo[d]thiazol-6-yl)methyl)benzene-1,2-diamine

Procedure

5-Bromo-N1-((2-(methylthio)benzo[d]thiazol-6-yl)methyl)benzene-1,2-diamine was synthesized as a brown solid (920 mg) using a procedure analogous to that described in Step 2 of Example 41, substituting 5-bromo-N-((2-(methylthio)benzo[d]thiazol-6-yl)methyl)-2-nitroaniline from the previous step for 4-bromo-5-methoxy-N-((2-(methylthio)benzo[d]thiazol-6-yl)methyl)-2-nitroaniline used in Example 41. LCMS (ESI) m/z 379, 381 (M+H)+.

Sources & evidence

ORD record
ord-33d4a5313e214e5ead71e755584634ff
Source dataset
uspto-grants-2015_02
Patent number
US08952058B2

Reaction notes

Loading…