Triethylamine → HCID 21110333, compound

HRID 1766332Notes

Reaction equation

HRID 1766332 reaction equation
[Cl:1][C:2]1[CH:7]=[C:6]([Cl:8])[CH:5]=[CH:4][C:3]=1[CH2:9][C:10]([OH:12])=O.[Cl:13][C:14]1[C:19]2[N:20]=[C:21]([CH3:23])[S:22][C:18]=2[CH:17]=[CH:16][C:15]=1[NH2:24].C(N(CC)CC)C>S(Cl)(Cl)=O.C1COCC1>[Cl:13][C:14]1[C:19]2[N:20]=[C:21]([CH3:23])[S:22][C:18]=2[CH:17]=[CH:16][C:15]=1[NH:24][C:10](=[O:12])[CH2:9][C:3]1[CH:4]=[CH:5][C:6]([Cl:8])=[CH:7][C:2]=1[Cl:1]

Participants

6

Reactant 3

HCID 8471TriethylamineHCID 882092,4-Dichlorophenylacetic acidHCID 112178574-Chloro-2-methylbenzo[d]thiazol-5-amine

Product 1

HCID 21110333HCID 21110333, compoundYield 35%

Reagents, catalysts & solvents 2

HCID 8028TetrahydrofuranSolventHCID 24386Thionyl ChlorideSolvent

Procedure

Reaction of 2,4-dichlorophenylacetic acid (163 mg, 0.79 mmol) in thionyl chloride (2 mL) then with 4-chloro-2-methyl-benzothiazol-5-ylamine (52 mg, 0.26 mmol) in presence of triethylamine (0.5 mL) in THF (3 mL) according to method B gave N-(4-chloro-2-methyl-benzothiazol-5-yl)-2-(2,4-dichloro-phenyl)-acetamide (33 mg, 0.09 mmol, 35% yield) as a white powder after crystallisation in hexane/DCM.

Sources & evidence

ORD record
ord-7a75e9f21b404c09863be01c75329bee
Source dataset
uspto-grants-2007_06
Patent number
US07230020B2

Reaction notes

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