M-Phenylenediamine → N1-(4-(pyridin-2-ylthio)pyrimidin-2-yl)benzene-1,3-diamine

HRID 577398

Reaction equation

HRID 577398 reaction equation
Cl[C:2]1[N:7]=[C:6]([S:8][C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][N:10]=2)[CH:5]=[CH:4][N:3]=1.[C:15]1([NH2:22])[CH:20]=[CH:19][CH:18]=[C:17]([NH2:21])[CH:16]=1>>[N:10]1[CH:11]=[CH:12][CH:13]=[CH:14][C:9]=1[S:8][C:6]1[CH:5]=[CH:4][N:3]=[C:2]([NH:21][C:17]2[CH:18]=[CH:19][CH:20]=[C:15]([NH2:22])[CH:16]=2)[N:7]=1

Participants

3

Reactant 2

HCID 7935M-PhenylenediamineHCID 623418992-Chloro-4-(pyridin-2-ylthio)pyrimidine

Product 1

HCID 68749996N1-(4-(pyridin-2-ylthio)pyrimidin-2-yl)benzene-1,3-diamineYield 30.1%

Procedure

In a procedure analogous to Example 6, reaction of 2-chloro-4-(pyridin-2-ylthio)pyrimidine (100 mg, 0.45 mmol) and 1,3-phenylenediamine (193 mg, 1.78 mmol) furnished the product (40 mg, 30%).

Sources & evidence

ORD record
ord-d961210f7c9149b193e65f864c12bd1c
Source dataset
uspto-grants-2015_05
Patent number
US09040549B2

Linked notes

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