Triethylamine → 2-(p-Trichloromethylbenzoylmethylene)-3-ethyl-benzothiazoline

HRID 1089403Notes

Reaction equation

HRID 1089403 reaction equation
C1(C)C=CC(S([O-])(=O)=O)=CC=1.[CH2:12]([N+:14]1[C:18]2[CH:19]=[CH:20][CH:21]=[CH:22][C:17]=2[S:16][C:15]=1[CH3:23])[CH3:13].[Cl:24][C:25]([Cl:36])([Cl:35])[C:26]1[CH:34]=[CH:33][C:29]([C:30](Cl)=[O:31])=[CH:28][CH:27]=1.C(N(CC)CC)C>C1(C)C=CC=CC=1>[Cl:24][C:25]([Cl:35])([Cl:36])[C:26]1[CH:34]=[CH:33][C:29]([C:30]([CH:23]=[C:15]2[N:14]([CH2:12][CH3:13])[C:18]3[CH:19]=[CH:20][CH:21]=[CH:22][C:17]=3[S:16]2)=[O:31])=[CH:28][CH:27]=1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 846604-(Trichloromethyl)benzoyl chlorideHCID 84711Benzothiazolium, 3-ethyl-2-methyl-, 4-methylbenzenesulfonate (1:1)

Product 1

HCID 545308092-(p-Trichloromethylbenzoylmethylene)-3-ethyl-benzothiazoline

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

35 g (0.1 mol) of 3-ethyl-2-methyl-benzothiazolium p-toluenesulfonate are suspended in 300 ml of toluene, 28 g (0.11 mol) of p-trichloromethyl-benzoyl chloride are added, and 23 g (0.23 mol; 31.5 ml) of triethylamine are added dropwise at 15° C.

Sources & evidence

ORD record
ord-afd01db9099549829b7e22ee7d7a1bbb
Source dataset
uspto-grants-1990_10
Patent number
US04966828

Reaction notes

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