Acetic Anhydride → HCID 54465590, compound

HRID 126762Notes

Reaction equation

HRID 126762 reaction equation
[S:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[N:6]1[C:11](=[O:12])[NH:10][CH:9]([NH:13][CH2:14][CH:15]([CH3:17])[CH3:16])[NH:8][C:7]1=[O:18].[C:19](OC(=O)C)(=[O:21])[CH3:20]>>[S:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[N:6]1[C:11](=[O:12])[NH:10][CH:9]([N:13]([CH2:14][CH:15]([CH3:16])[CH3:17])[C:19](=[O:21])[CH3:20])[NH:8][C:7]1=[O:18]

Participants

3

Reactant 2

HCID 7918Acetic AnhydrideHCID 54373699HCID 54373699, compound

Product 1

HCID 54465590HCID 54465590, compound

Procedure

A mixture of 3-(thien-2-yl)-6-isobutylamino-tetrahydro-1,3,5-triazine-2,4-dione (1.4 g.) and acetic anhydride (10 ml.) was heated under reflux for 4 hours. The mixture was then distilled to half volume at atmospheric pressure, cooled to room temperature, and diluted with water (20 ml.). The solid which formed was separated by filtration, washed with water, and then crystallised from ethanol to give 3-(thien-2-yl)-6-[N-(acetyl)isobutylamino]-tetrahydro-1,3,5-triazine-2,4-dione as a white solid (0.6 g., 37%), m.p. 138°-139° C.

Workup

  1. temperaturewas heated
  2. temperatureunder reflux for 4 hours
  3. distillationThe mixture was then distilled to half volume at atmospheric pressure
  4. additiondiluted with water (20 ml.)
  5. customThe solid which formed
  6. customwas separated by filtration
  7. washwashed with water
  8. customcrystallised from ethanol

Sources & evidence

ORD record
ord-8ccdcd4d08104dbf89f8f4a5c4ffe68e
Source dataset
uspto-grants-1981_03
Patent number
US04254122

Reaction notes

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