Toluene → HCID 20084340, compound

HRID 327562Notes

Reaction equation

HRID 327562 reaction equation
[CH3:1][C:2]1[CH:7]=[CH:6][C:5]([NH2:8])=[CH:4][C:3]=1/[CH:9]=[CH:10]/[C:11]1[S:12][CH:13]=[C:14]([CH:16]([CH3:18])[CH3:17])[N:15]=1.[C:19]1(=[O:30])[O:25][C:23](=[O:24])[C:22]2=[CH:26][CH:27]=[CH:28][CH:29]=[C:21]2[CH2:20]1.C1(C)C=CC=CC=1>CCCCCC>[CH3:1][C:2]1[CH:7]=[CH:6][C:5]([NH:8][C:19](=[O:30])[CH2:20][C:21]2[CH:29]=[CH:28][CH:27]=[CH:26][C:22]=2[C:23]([OH:25])=[O:24])=[CH:4][C:3]=1/[CH:9]=[CH:10]/[C:11]1[S:12][CH:13]=[C:14]([CH:16]([CH3:18])[CH3:17])[N:15]=1

Participants

5

Reactant 3

HCID 1140TolueneHCID 12801Homophthalic anhydrideHCID 20084333HCID 20084333, compound

Product 1

HCID 20084340HCID 20084340, compoundYield 61.4%

Reagents, catalysts & solvents 1

HCID 8058HexaneSolvent

Procedure

A mixture of 0.5 g of (E)-4-methyl-3-[2-[4-(1-methylethyl)-2-thiazolyl]ethenyl]benzenamine, 0.5 g of homophthalic anhydride and 35 ml of toluene was heated to reflux for 1 hr. After cooling and dilution with hexane, 0.5 g of (E)-2-[2-[4-methyl-3-[2-[4-(1-methylethyl)-2-thiazolyl]ethenyl]phenylamino]-2-oxoethyl]benzoic acid was isolated by filtration; m.p. 181°-183° C.

Workup

  1. temperaturewas heated
  2. temperatureto reflux for 1 hr
  3. temperatureAfter cooling

Sources & evidence

ORD record
ord-f367d78c131848b49aafc30d85366202
Source dataset
uspto-grants-1993_12
Patent number
US05273986

Reaction notes

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