Diisopropylethylamine → HCID 67279039, compound

HRID 1046917Notes

Reaction equation

HRID 1046917 reaction equation
[Cl:1][C:2]1[CH:11]=[CH:10][C:5]([C:6]([NH:8][NH2:9])=[S:7])=[CH:4][CH:3]=1.[F:12][CH:13]([F:23])[O:14][C:15]1[CH:22]=[CH:21][CH:20]=[CH:19][C:16]=1[CH:17]=O.CCN(C(C)C)C(C)C>C(Cl)Cl>[Cl:1][C:2]1[CH:11]=[CH:10][C:5]([C:6]2[S:7][CH:17]([C:16]3[CH:19]=[CH:20][CH:21]=[CH:22][C:15]=3[O:14][CH:13]([F:12])[F:23])[NH:9][N:8]=2)=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 81531DiisopropylethylamineHCID 27369842-(Difluoromethoxy)benzaldehydeHCID 124770754-Chloro-thiobenzoic acid hydrazide

Product 1

HCID 67279039HCID 67279039, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a heterogeneous mixture of 4-chloro-thiobenzoic acid hydrazide (0.107 mmol) in CH2Cl2 (1 mL) is added 2-difluoromethoxy-benzaldehyde (0.128 mmol) and DIEA (0.128 mmol). After 10 minutes the mixture become homogenous and the reaction is complete by TLC and LCMS to give 5-(4-chloro-phenyl)-2-(2-difluoromethoxy-phenyl)-2,3-dihydro-[1,3,4]thiadiazole which is used in the next step without evaporation of the solvent.

Sources & evidence

ORD record
ord-c772af0342cf4afd8073344caa18259b
Source dataset
uspto-grants-2013_10
Patent number
US08569345B2

Reaction notes

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