HCID 3468283, compound → HCID 20154242, compound

HRID 2413898Notes

Reaction equation

HRID 2413898 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:9]=[C:10]([O:14][CH3:15])[C:11]=1[O:12][CH3:13])[C:6]([O-:8])=O.[NH2:16][C:17]1[S:18][CH:19]=[C:20]([C:22]2[S:23][C:24]([CH2:27][NH2:28])=[CH:25][CH:26]=2)[N:21]=1>C(Cl)(Cl)Cl>[NH2:16][C:17]1[S:18][CH:19]=[C:20]([C:22]2[S:23][C:24]([CH2:27][NH:28][C:6](=[O:8])[C:5]3[CH:9]=[C:10]([O:14][CH3:15])[C:11]([O:12][CH3:13])=[C:3]([O:2][CH3:1])[CH:4]=3)=[CH:25][CH:26]=2)[N:21]=1

Participants

4

Reactant 2

HCID 3468283HCID 3468283, compoundHCID 20154278HCID 20154278, compound

Product 1

HCID 20154242HCID 20154242, compound

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

To a solution of 5.4 g of 3,4,5-trimethoxybenzoate in 100 ml of chloroform is added 4.0 g of 2-amino-4-(5-aminomethyl-2-thienyl)thiazole under cooling with ice at -5° C. to 0° C., and stirred at 15° C. to 25° C. for 4 hours. After the resulting mixture is cooled with ice, the precipitated crystals are collected by filtration and recrystallized from methanol to give 2-amino-4-[5-(3,4,5-trimethoxybenzoylaminomethyl)-2-thienyl]thiazole, melting at 217° C. with decomposition.

Workup

  1. temperatureunder cooling with ice at -5° C. to 0° C.
  2. temperatureAfter the resulting mixture is cooled with ice
  3. filtrationthe precipitated crystals are collected by filtration
  4. customrecrystallized from methanol

Sources & evidence

ORD record
ord-f917d06be9cc4d91aa38a9bdf0b579b3
Source dataset
uspto-grants-1988_01
Patent number
US04720493

Reaction notes

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