Hydrochloric Acid → HCID 22717670, compound

HRID 1582545Notes

Reaction equation

HRID 1582545 reaction equation
[NH2:1][C:2]1[S:3][C:4]([S:11][C:12]#[N:13])=[C:5]([C:7]([F:10])([F:9])[F:8])[N:6]=1.[F:14][C:15]([F:26])([F:25])[C:16]1[CH:17]=[C:18]([CH:22]=[CH:23][CH:24]=1)[C:19](Cl)=[O:20].Cl>N1C=CC=CC=1>[S:11]([C:4]1[S:3][C:2]([NH:1][C:19](=[O:20])[C:18]2[CH:22]=[CH:23][CH:24]=[C:16]([C:15]([F:14])([F:25])[F:26])[CH:17]=2)=[N:6][C:5]=1[C:7]([F:10])([F:8])[F:9])[C:12]#[N:13]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 752573-(Trifluoromethyl)benzoyl chlorideHCID 22717672HCID 22717672, compound

Product 1

HCID 22717670HCID 22717670, compoundYield 56.7%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

2-Amino-5-thiocyanato-4-trifluoromethylthiazole (0.8 g) was dissolved in pyridine (5 ml) and 3-trifluoromethylbenzoylchloride (0.8 g) was added at room temperature with stirring. The mixture was stirred for one night at room temperature. The mixture was poured into ice water and acidified with aqueous hydrochloric acid then extracted with chloroform. The chloroform layer was dried over magnesium sulfate and the solvent was removed under reduced pressure. The solid thus obtained was recrystallized from carbon tetrachloride to give N-(5-thiocyanato-4-trifluoromethylthiazol-2-yl)-3-trifluoromethylbenzamide (0.8 g), m. p. 167-168° C.

Workup

  1. stirringThe mixture was stirred for one night at room temperature
  2. extractionthen extracted with chloroform
  3. dry with materialThe chloroform layer was dried over magnesium sulfate
  4. customthe solvent was removed under reduced pressure
  5. customThe solid thus obtained
  6. customwas recrystallized from carbon tetrachloride

Sources & evidence

ORD record
ord-d6b0e22bbb6f43dda3d66eb9847419a7
Source dataset
uspto-grants-2004_05
Patent number
US06737382B1

Reaction notes

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