Acetyl chloride → HCID 17416722, compound

HRID 2413900Notes

Reaction equation

HRID 2413900 reaction equation
[NH2:1][C:2]1[S:3][CH:4]=[C:5]([C:7]2[S:8][C:9]([CH2:12][NH:13][C:14](=[O:16])[CH3:15])=[CH:10][CH:11]=2)[N:6]=1.C(N(CC)CC)C.[C:24](Cl)(=[O:26])[CH3:25]>C(Cl)(Cl)Cl>[C:24]([NH:1][C:2]1[S:3][CH:4]=[C:5]([C:7]2[S:8][C:9]([CH2:12][NH:13][C:14](=[O:16])[CH3:15])=[CH:10][CH:11]=2)[N:6]=1)(=[O:26])[CH3:25]

Participants

5

Reactant 3

HCID 6367Acetyl chlorideHCID 8471TriethylamineHCID 2560398N-[[5-(2-AMINO-1,3-THIAZOL-4-YL)THIEN-2-YL]METHYL]ACETAMIDE

Product 1

HCID 17416722HCID 17416722, compound

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

To a suspension of 5.0 g of 2-amino-4-(5-acetylaminomethyl-2-thienyl]thiazole in 200 ml of chloroform is added 12 ml of triethylamine, and is added dropwise 1.7 g of acetyl chloride with stirring at room temperature. The whole mixture is stirred at room temperature for an hour. After completion of the reaction, the resultant mixture is washed with water, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. After the residue is crystallized from ethanol, the crystals are collected by filtration and recrystallized from ethanol to give 2-acetylamino-4-(5-acetylaminomethyl-2-thienyl)thiazole, melting at 251° C. with decomposition.

Workup

  1. stirringThe whole mixture is stirred at room temperature for an hour
  2. customAfter completion of the reaction
  3. washthe resultant mixture is washed with water
  4. dry with materialdried over anhydrous magnesium sulfate
  5. concentrationconcentrated under reduced pressure
  6. customAfter the residue is crystallized from ethanol
  7. filtrationthe crystals are collected by filtration
  8. customrecrystallized from ethanol

Sources & evidence

ORD record
ord-b941a805f8594bfd83231ce775ea1824
Source dataset
uspto-grants-1988_01
Patent number
US04720493

Reaction notes

Loading…