p-Chlorothiophenol → HCID 44553563, compound

HRID 1254038Notes

Reaction equation

HRID 1254038 reaction equation
Cl[C:2]1[N:6]([CH3:7])[CH:5]=[N:4][C:3]=1[C:8]1[CH:15]=[CH:14][C:11]([C:12]#[N:13])=[CH:10][CH:9]=1.[Cl:16][C:17]1[CH:22]=[CH:21][C:20]([SH:23])=[CH:19][CH:18]=1.C(N(CC)CC)C>CN(C=O)C>[Cl:16][C:17]1[CH:22]=[CH:21][C:20]([S:23][C:2]2[N:6]([CH3:7])[CH:5]=[N:4][C:3]=2[C:8]2[CH:15]=[CH:14][C:11]([C:12]#[N:13])=[CH:10][CH:9]=2)=[CH:19][CH:18]=1

Participants

5

Reactant 3

HCID 7815p-ChlorothiophenolHCID 8471TriethylamineHCID 66986175HCID 66986175, compound

Product 1

HCID 44553563HCID 44553563, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

4-(5-Chloro-1-methyl-1H-imidazol-4-yl)benzonitrile (1 g), 4-chlorobenzenethiol (797 mg), and 1.3 ml of triethylamine in 20 mL of DMF were heated in a microwave tube at 180° C. for 90 min. The reaction mixture was purified by reverse phase HPLC with MS detector to afford the title compound. 1H NMR (500 MHz, (CDCl3): 8.21 (d, 2H), 7.83 (s, 1H), 7.66 (d, 2H), 7.45 (d, 2H), 6.98 (d, 2H), 3.63 (s, 3H). LCMS: [M+1]=326.

Workup

  1. customThe reaction mixture was purified by reverse phase HPLC with MS detector

Sources & evidence

ORD record
ord-c6309ee889e94c8e91c6e8a39b09e5e9
Source dataset
uspto-grants-2013_06
Patent number
US08455528B2

Reaction notes

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