Acetyl chloride → N-acetyl-2-(2-furoylthio)acetamide

HRID 1065301Notes

Reaction equation

HRID 1065301 reaction equation
[O:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[C:6]([S:8][CH2:9][C:10]([NH2:12])=[O:11])=[O:7].[C:13](OC(=O)C)(=[O:15])[CH3:14].C(Cl)(=O)C>>[C:13]([NH:12][C:10](=[O:11])[CH2:9][S:8][C:6]([C:2]1[O:1][CH:5]=[CH:4][CH:3]=1)=[O:7])(=[O:15])[CH3:14]

Participants

4

Reactant 3

HCID 6367Acetyl chlorideHCID 7918Acetic AnhydrideHCID 205402992-(2-Furoylthio)acetamide

Product 1

HCID 12837896N-acetyl-2-(2-furoylthio)acetamide

Procedure

A reaction mixture comprising 2.8 g. of the product of Step A above, 30 ml. of acetic anhydride and 2 ml. of acetyl chloride, was heated on a steambath for 6 hours. The reaction mixture was then cooled and poured into ice water, giving a gummy solid after about 15 minutes. The product was filtered and air dried to yield 1.1 g. This was recrystallized from toluene to yield 0.65 g., m.p. 103°-105° C.

Workup

  1. temperatureThe reaction mixture was then cooled
  2. customgiving a gummy solid after about 15 minutes
  3. filtrationThe product was filtered
  4. customair dried
  5. customto yield 1.1 g
  6. customThis was recrystallized from toluene
  7. customto yield 0.65 g

Sources & evidence

ORD record
ord-ba717211a1b147cfa969f5c629f6e610
Source dataset
uspto-grants-1982_05
Patent number
US04329363

Reaction notes

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