Hexyl isocyanate → 2-Oxo-5-trifluoromethylbenzothiazole 3-hexylcarboxamide

HRID 1677653Notes

Reaction equation

HRID 1677653 reaction equation
[F:1][C:2]([F:14])([F:13])[C:3]1[CH:4]=[CH:5][C:6]2[S:10][C:9](=[O:11])[NH:8][C:7]=2[CH:12]=1.N([CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH3:23])=C=O>O1CCOCC1>[O:11]=[C:9]1[NH:8][C:7]2[CH:12]=[C:3]([C:2]([F:14])([F:1])[F:13])[CH:4]=[CH:5][C:6]=2[S:10]1.[CH3:23][CH2:22][CH:21]([C:9]([NH2:8])=[O:11])[CH2:20][CH2:19][CH3:18]

Participants

4

Reactant 2

HCID 75659Hexyl isocyanateHCID 132273405-(Trifluoromethyl)benzo[d]thiazol-2(3H)-one

Product 1

HCID 1317291262-Oxo-5-trifluoromethylbenzothiazole 3-hexylcarboxamide

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

300 mg (1.37 mmol) of 5-trifluoromethyl-3H-benzothiazol-2-one were reacted in analogy to Example 1 with 202 mg (1.37 mmol) of 1-isocyanatohexane in dioxane at 80° C. Yield: 125 mg (26%), M+H+: 347.05.

Sources & evidence

ORD record
ord-0aed2a16731546eb9b24a18813762f8c
Source dataset
uspto-grants-2011_08
Patent number
US08008331B2

Reaction notes

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