Lawesson's reagent → HCID 10636827, compound

HRID 1636561Notes

Reaction equation

HRID 1636561 reaction equation
[C:1]([NH:4][C:5]1[CH:10]=[CH:9][C:8]([C:11]2[S:12][C:13]3[CH:19]=[CH:18][CH:17]=[CH:16][C:14]=3[N:15]=2)=[CH:7][CH:6]=1)(=O)[CH3:2].COC1C=CC(P2(SP(C3C=CC(OC)=CC=3)(=S)S2)=[S:29])=CC=1>O>[C:1]([NH:4][C:5]1[CH:10]=[CH:9][C:8]([C:11]2[S:12][C:13]3[CH:19]=[CH:18][CH:17]=[CH:16][C:14]=3[N:15]=2)=[CH:7][CH:6]=1)(=[S:29])[CH3:2]

Participants

4

Reactant 2

HCID 87949Lawesson's reagentHCID 233871NSC33006

Product 1

HCID 10636827HCID 10636827, compoundYield 101.6%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
100 °C

Procedure

A mixture of 2-(4'-acetamidophenyl)benzothiazole (0.4 g, 1.49 mmol) and Lawesson's reagent (0.37 g, 0.9 mmol) in hexamethyl-phosphoamide (HMPA) (10 ml) was stirred at 100° C. for 6 hours. The reaction mixture was poured into water. The precipitate formed was filtered off, washed with water and dried. The crude product was purified by chromatography on silica gel, eluting with ethyl acetate-hexane (5:6)to give pale yellow crystals (0.26 g, 61%), m.p. 221.6-222.8° C.

Workup

  1. customThe precipitate formed
  2. filtrationwas filtered off
  3. washwashed with water
  4. customdried
  5. customThe crude product was purified by chromatography on silica gel
  6. washeluting with ethyl acetate-hexane (5:6)to

Sources & evidence

ORD record
ord-23fa43a58e1d40a7a7ebc8eaf2159ab2
Source dataset
uspto-grants-2000_03
Patent number
US06034246

Reaction notes

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