Lawesson's reagent → 4-tert-butyl-N-(2,3-dibromophenyl)benzenecarbothioamide

HRID 491428Notes

Reaction equation

HRID 491428 reaction equation
[C:1]([C:5]1[CH:21]=[CH:20][C:8]([C:9]([NH:11][C:12]2[CH:17]=[CH:16][CH:15]=[C:14]([Br:18])[C:13]=2[Br:19])=O)=[CH:7][CH:6]=1)([CH3:4])([CH3:3])[CH3:2].COC1C=CC(P2(SP(C3C=CC(OC)=CC=3)(=S)S2)=[S:31])=CC=1>C1(C)C=CC=CC=1>[C:1]([C:5]1[CH:21]=[CH:20][C:8]([C:9](=[S:31])[NH:11][C:12]2[CH:17]=[CH:16][CH:15]=[C:14]([Br:18])[C:13]=2[Br:19])=[CH:7][CH:6]=1)([CH3:4])([CH3:3])[CH3:2]

Participants

4

Reactant 2

HCID 87949Lawesson's reagentHCID 576782944-tert-butyl-N-(2,3-dibromophenyl)benzamide

Product 1

HCID 576783084-tert-butyl-N-(2,3-dibromophenyl)benzenecarbothioamide

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

The thioamide was prepared according to Example 19 using the 4-tert-butyl-N-(2,3-dibromophenyl)benzamide of Example 22, and Lawesson's reagent in toluene. MS (ESI) m/z 426; HPLC Method B, purity 96.3% at 210-370 nm, 11.4 min.; 98.3% at 262 nm, 11.4 min.; HRMS: calcd for C17H17Br2NS+H+, 425.95212; found (ESI, [M+H]+), 425.9527.

Workup

  1. customat 210-370 nm, 11.4 min.
  2. customat 262 nm, 11.4 min.

Sources & evidence

ORD record
ord-a823476d293c4776b2052b8d9655273c
Source dataset
uspto-grants-2009_05
Patent number
US07531542B2

Reaction notes

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