Cyanoacetamide → 2-Aminothiophene-3-carboxamide

HRID 900451Notes

Reaction equation

HRID 900451 reaction equation
O[CH:2]1[CH2:7]SC(O)C[S:3]1.[C:9]([CH2:11][C:12]([NH2:14])=[O:13])#[N:10].C(N(CC)CC)C>C(O)C>[NH2:10][C:9]1[S:3][CH:2]=[CH:7][C:11]=1[C:12]([NH2:14])=[O:13]

Participants

5

Conditions

Temperature
50 °C

Procedure

A suspension of 2,5-dihydroxy-1,4-dithiane (25 g) and cyanoacetamide (19.3 g) in ethanol (120 mL) was stirred and heated to 50° C. Triethylamine (9.2 ml) was added over 15 minutes and the mixture was stirred at 50° C. for a further 2 h. After ice cooling the solid was filtered off and dried (21.4 g).

Workup

  1. stirringthe mixture was stirred at 50° C. for a further 2 h
  2. filtrationAfter ice cooling the solid was filtered off
  3. customdried (21.4 g)

Sources & evidence

ORD record
ord-47b25b241760462fbe3ec4eaafc0ce7e
Source dataset
uspto-grants-2008_04
Patent number
US07358376B2

Reaction notes

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