Dimethylthiocarbamoyl chloride → HCID 17980287, compound

HRID 1179145Notes

Reaction equation

HRID 1179145 reaction equation
[CH2:1]([NH:5][C:6]1[CH:11]=[CH:10][C:9]([C:12]([OH:21])([C:17]([F:20])([F:19])[F:18])[C:13]([F:16])([F:15])[F:14])=[CH:8][CH:7]=1)[CH2:2][CH2:3][CH3:4].[CH3:22][N:23]([CH3:27])[C:24](Cl)=[S:25]>ClCCl>[CH2:1]([N:5]([C:6]1[CH:11]=[CH:10][C:9]([C:12]([OH:21])([C:17]([F:18])([F:19])[F:20])[C:13]([F:15])([F:14])[F:16])=[CH:8][CH:7]=1)[C:24]([N:23]([CH3:27])[CH3:22])=[S:25])[CH2:2][CH2:3][CH3:4]

Participants

4

Reactant 2

HCID 27871Dimethylthiocarbamoyl chlorideHCID 11702416HCID 11702416, compound

Product 1

HCID 17980287HCID 17980287, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Conditions

Temperature
150 °C

Procedure

2-(4-Butylamino-phenyl)-1,1,1,3,3,3-hexafluoro-propan-2-ol and dimethylthio-carbamoyl chloride are mixed together in a sealed vial and heated at 150° C. for 10 min in a microwave. The reaction mixture is dissolved in dichloromethane and purified over preparative TLC (Acetonitrile: CH2Cl2=2:98) to give the title compound. 1HNMR (CD3OD) δ 0.95(t, 3H), 1.38(m, 2H), 1.65(m, 2H), 2.99 (s, 6H), 4.05(t, 2H), 4.90(s, 1H), 7.04(d, 2H), and 7.68(d, 2H); ESIMS m/z 401(M−H).

Workup

  1. custompurified over preparative TLC (Acetonitrile: CH2Cl2=2:98)

Sources & evidence

ORD record
ord-7a239b5573d74b698cb579c6cff4e808
Source dataset
uspto-grants-2007_10
Patent number
US07279477B2

Reaction notes

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