Lawesson's reagent → {2-[(6-Nitro-1h-indole-2-carbothioyl)amino]ethyl}carbamic acid tert-butyl ester

HRID 724536Notes

Reaction equation

HRID 724536 reaction equation
[C:1]([O:5][C:6](=[O:25])[NH:7][CH2:8][CH2:9][NH:10][C:11]([C:13]1[NH:14][C:15]2[C:20]([CH:21]=1)=[CH:19][CH:18]=[C:17]([N+:22]([O-:24])=[O:23])[CH:16]=2)=O)([CH3:4])([CH3:3])[CH3:2].COC1C=CC(P2(SP(C3C=CC(OC)=CC=3)(=S)S2)=[S:35])=CC=1>C1(C)C=CC=CC=1>[C:1]([O:5][C:6](=[O:25])[NH:7][CH2:8][CH2:9][NH:10][C:11]([C:13]1[NH:14][C:15]2[C:20]([CH:21]=1)=[CH:19][CH:18]=[C:17]([N+:22]([O-:24])=[O:23])[CH:16]=2)=[S:35])([CH3:4])([CH3:3])[CH3:2]

Participants

4

Reactant 2

HCID 87949Lawesson's reagentHCID 58747124{2-[(6-Nitro-1H-indole-2-carbonyl)-amino]-ethyl}-carbamic acid tert-butyl ester

Product 1

HCID 58747101{2-[(6-Nitro-1h-indole-2-carbothioyl)amino]ethyl}carbamic acid tert-butyl ester

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

To a suspension of 35 in toluene is added Lawesson's Reagent. The suspension is heated at reflux while stirring for 1 h. The reaction mixture is cooled over ice to precipitate the product. The product is then filtered, washed with hexane, and dried to give 156.

Workup

  1. temperatureThe suspension is heated
  2. temperatureat reflux
  3. temperatureThe reaction mixture is cooled over ice
  4. customto precipitate the product
  5. filtrationThe product is then filtered
  6. washwashed with hexane
  7. customdried

Sources & evidence

ORD record
ord-2b268c0acd094ae48269859216e28684
Source dataset
uspto-grants-2006_11
Patent number
US07141680B2

Reaction notes

Loading…