Water → HCID 54135705, compound

HRID 1977295Notes

Reaction equation

HRID 1977295 reaction equation
[CH2:1]([O:6][C:7]1[CH:12]=[CH:11][C:10]([C:13]2[S:17][C:16]([NH2:18])=[N:15][N:14]=2)=[CH:9][CH:8]=1)[CH2:2][CH2:3][CH2:4][CH3:5].[CH3:19][O:20][C:21]([C:23]1[CH:31]=[CH:30][C:26]([C:27](Cl)=[O:28])=[CH:25][CH:24]=1)=[O:22].O>N1C=CC=CC=1>[CH3:19][O:20][C:21](=[O:22])[C:23]1[CH:31]=[CH:30][C:26]([C:27]([NH:18][C:16]2[S:17][C:13]([C:10]3[CH:11]=[CH:12][C:7]([O:6][CH2:1][CH2:2][CH2:3][CH2:4][CH3:5])=[CH:8][CH:9]=3)=[N:14][N:15]=2)=[O:28])=[CH:25][CH:24]=1

Participants

5

Reactant 3

HCID 962WaterHCID 81850Methyl 4-(chlorocarbonyl)benzoateHCID 17603799HCID 17603799, compound

Product 1

HCID 54135705HCID 54135705, compoundYield 94.3%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

To a solution of 5-(4-pentyloxyphenyl)-1,3,4-thiadiazol-2-yl-amine (20 g) in pyridine (200 ml) was added 4-methoxycarbonylbenzoylchloride (15 g) and the mixture was stirred at ambient temperature for 2 hours. The reaction mixture was pulverized with water. The precipitate was collected by filtration and dried to give N-[5-(4-pentyloxyphenyl)-1,3,4-thiadiazol-2-yl]terephthalamic acid methyl ester (30.3 g).

Workup

  1. filtrationThe precipitate was collected by filtration
  2. customdried

Sources & evidence

ORD record
ord-54249c30be1a49119ab0a782a5b46dff
Source dataset
uspto-grants-2001_05
Patent number
US06232290B1

Reaction notes

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