Formamide → HCID 178435036, compound

HRID 2369380Notes

Reaction equation

HRID 2369380 reaction equation
[NH2:1][C:2]1[S:3][C:4]([CH3:13])=[C:5]([CH3:12])[C:6]=1[C:7](OCC)=[O:8].O.[CH:15]([NH2:17])=O>>[CH3:12][C:5]1[C:6]2[C:7]([OH:8])=[N:17][CH:15]=[N:1][C:2]=2[S:3][C:4]=1[CH3:13]

Participants

4

Reactant 3

HCID 713FormamideHCID 962WaterHCID 78536Ethyl 2-amino-4,5-dimethyl3-thenoate

Product 1

HCID 178435036HCID 178435036, compoundYield 85%

Conditions

Temperature
180 °C

Procedure

The mixture of ethyl 2-amino-4,5-dimethylthiophene-3-carboxylate (30 g, 0.15 mol) in 150 mL of formamide was heated at 180° C. for 4 h and cooled down. The mixture was poured into 200 mL of water and filtered. The solid was collected and recrystallized from ethanol to afford 5,6-dimethylthieno[2,3-d]pyrimidin-4-ol as yellow solid (23 g, 85%).

Workup

  1. temperaturecooled down
  2. filtrationfiltered
  3. customThe solid was collected
  4. customrecrystallized from ethanol

Sources & evidence

ORD record
ord-6ac43abb6a9f400a853da38c24f673a9
Source dataset
uspto-grants-2014_04
Patent number
US08703941B2

Reaction notes

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