Hydrochloric Acid → HCID 22717665, compound

HRID 1582543Notes

Reaction equation

HRID 1582543 reaction equation
[NH2:1][C:2]1[S:3][C:4]([I:11])=[C:5]([C:7]([F:10])([F:9])[F:8])[N:6]=1.[S:12]1[CH:16]=[CH:15][CH:14]=[C:13]1[C:17](Cl)=[O:18].Cl>N1C=CC=CC=1>[I:11][C:4]1[S:3][C:2]([NH:1][C:17]([C:13]2[S:12][CH:16]=[CH:15][CH:14]=2)=[O:18])=[N:6][C:5]=1[C:7]([F:10])([F:8])[F:9]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 789282-Thiophenecarbonyl chlorideHCID 227176715-Iodo-4-(trifluoromethyl)-1,3-thiazol-2-amine

Product 1

HCID 22717665HCID 22717665, compoundYield 72.8%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

2-Amino-5-iodo-4-trifluoromethylthiazole (1.2 g) was dissolved in pyridine (2 ml) and thiophene-2-carbonyl chloride (0.80 g) was added at room temperature with stirring. The mixture was stirred for 6 hr 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 methanol to give N-(5-iodo-4-trifluoromethylthiazol-2-yl)thiophene-2-carboxamide (1.2 g), m. p. 184-185° C.

Workup

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

Sources & evidence

ORD record
ord-b05070522deb41ff9b3b82e2ffab796f
Source dataset
uspto-grants-2004_05
Patent number
US06737382B1

Reaction notes

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