Sulfuric Acid → HCID 20154278, compound

HRID 2413895Notes

Reaction equation

HRID 2413895 reaction equation
Cl.[NH2:2][C:3]1[S:4][CH:5]=[C:6]([C:8]2[S:9][C:10]([CH2:13][NH:14]C(=O)C)=[CH:11][CH:12]=2)[N:7]=1.S(=O)(=O)(O)O>O>[NH2:2][C:3]1[S:4][CH:5]=[C:6]([C:8]2[S:9][C:10]([CH2:13][NH2:14])=[CH:11][CH:12]=2)[N:7]=1

Participants

4

Reactant 2

HCID 1118Sulfuric AcidHCID 20154270HCID 20154270, compound

Product 1

HCID 20154278HCID 20154278, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To a suspension of 38.2 g of 2-amino-4-(5-acetylaminomethyl-2-thienyl)thiazole hydrochloride in 400 ml of water is added 56 g of concentrated sulfuric acid, and the mixture is stirred for 12 hours on a boiling water bath. The resulting mixture is cooled and the precipitated crystals are collected by filtration. A suspension of the crystals in 1 liter of water is made alkaline with potassium hydroxide and precipitated crystals are collected by filtration to give 28 g of crude crystals. The crude crystals are recrystallized from methanol to give 2-amino-4-(5-aminomethyl-2-thienyl)thiazole, melting at 189° C. with decomposition.

Workup

  1. temperatureThe resulting mixture is cooled
  2. filtrationthe precipitated crystals are collected by filtration
  3. additionA suspension of the crystals in 1 liter of water
  4. customprecipitated crystals
  5. filtrationare collected by filtration
  6. customto give 28 g of crude crystals
  7. customThe crude crystals are recrystallized from methanol

Sources & evidence

ORD record
ord-981afa38236148e78014c120d8491e3a
Source dataset
uspto-grants-1988_01
Patent number
US04720493

Reaction notes

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