Acetic Acid → HCID 86733612, compound

HRID 436455Notes

Reaction equation

HRID 436455 reaction equation
[N+:1]([C:4]1[C:9]([CH:10]=O)=[CH:8][C:7]([O:12][CH3:13])=[C:6]([O:14][CH3:15])[CH:5]=1)([O-:3])=[O:2].C1(C)C=CC=CC=1.C(O)(=O)C.[NH2:27][C:28]1[S:29][CH:30]=[CH:31][N:32]=1>O>[N+:1]([C:4]1[C:9]([CH:10]=[S:29]2[CH:30]=[CH:31][N:32]=[C:28]2[NH2:27])=[CH:8][C:7]([O:12][CH3:13])=[C:6]([O:14][CH3:15])[CH:5]=1)([O-:3])=[O:2]

Participants

6

Reactant 4

HCID 176Acetic AcidHCID 1140Toluene2×HCID 21552-AminothiazoleHCID 885056-Nitroveratraldehyde

Product 1

HCID 86733612HCID 86733612, compoundYield 71.1%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To a heated solution of 6-nitroveratraldehyde (84 g, 0.4 mole), 500 ml of toluene, and 1 ml of acetic acid was added a suspension of 2-aminothiazole (50 g, 0.44 mole) and 250 ml of toluene. The material was refluxed until 7 ml of water was collected using a Dean-Stark apparatus. The solid was removed and the filtrate was concentrated leaving a light solid which was recrystallized from benzene to yield 84 g (71%) of the product, m.p. 125°-130°.

Workup

  1. customwas collected
  2. customThe solid was removed
  3. concentrationthe filtrate was concentrated
  4. customleaving a light solid which
  5. customwas recrystallized from benzene

Sources & evidence

ORD record
ord-4e1fd39aae2c4a5cb4604116c4ebfc47
Source dataset
uspto-grants-1977_02
Patent number
US04009177

Reaction notes

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