5-Methylthiophene-2-carbonyl chloride → HCID 86584918, compound

HRID 2250702Notes

Reaction equation

HRID 2250702 reaction equation
[NH2:1][C:2]1[S:3][C:4]2[CH:10]=[CH:9][CH:8]=[C:7]([O:11][C:12]([F:15])([F:14])[F:13])[C:5]=2[N:6]=1.[CH3:16][C:17]1[S:21][C:20]([C:22](Cl)=[O:23])=[CH:19][CH:18]=1>N1C=CC=CC=1.CN(C)C1C=CN=CC=1>[F:14][C:12]([F:15])([F:13])[O:11][C:7]1[C:5]2[N:6]=[C:2]([NH:1][C:22]([C:20]3[S:21][C:17]([CH3:16])=[CH:18][CH:19]=3)=[O:23])[S:3][C:4]=2[CH:10]=[CH:9][CH:8]=1

Participants

5

Reactant 2

HCID 27600835-Methylthiophene-2-carbonyl chlorideHCID 106334172-Amino-4-trifluoromethoxybenzothiazol

Product 1

HCID 86584918HCID 86584918, compoundYield 39%

Reagents, catalysts & solvents 2

HCID 142844-(Dimethylamino)pyridineCatalystHCID 1049PyridineSolvent

Procedure

2-amino-4-triflouromethoxybenzothiazol (70 mg, 0.30 mmol) is dissolved in pyridine (3 ml) and treated with 4-dimethylaminopyridine (1 mg) and 5-methyl-thiophene-2-carbonyl chloride (96 mg, 0.60 mmol). After stirring for 4 h at ambient temperature, the reaction mixture was evaporated to dryness. Flash chromatography on silica (eluent ethyl acetate/cyclohexane 1:2) affords the product as white solid. (42 mg, 39% yield). MS: m/e=358 (M+).

Workup

  1. customthe reaction mixture was evaporated to dryness

Sources & evidence

ORD record
ord-8ea544317c064c66bcb1580cbe4e0f7d
Source dataset
uspto-grants-2008_01
Patent number
US07317007B2

Reaction notes

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