Urea → HCID 178518411, compound

HRID 1804526Notes

Reaction equation

HRID 1804526 reaction equation
[NH2:1][C:2]1[CH:6]=[CH:5][S:4][C:3]=1[C:7]([O:9]C)=O.[NH2:11][C:12](N)=[O:13]>O>[N:1]1[C:2]2[CH:6]=[CH:5][S:4][C:3]=2[C:7]([OH:9])=[N:11][C:12]=1[OH:13]

Participants

4

Reactant 2

HCID 1176UreaHCID 89652Methyl 3-amino-2-thiophenecarboxylate

Product 1

HCID 178518411HCID 178518411, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
180 °C

Procedure

A solid mixture of methyl 3-aminothiophene-2-carboxylate (40.0 g, 254 mmol) and urea (99.4 g, 163 mmol) was stirred and heated to 180° C. for 5 h. The now semi-fluid mixture was cooled to 75-80° C. before water (800 ml) was added. After stirring at room temperature for 2 h the formed precipitate was filtered off, washed with further water and dried at 40° C. i. vac. Thieno[3,2-d]pyrimidine-2,4-diol was obtained as cream-coloured powder (37.15 g, 87% yield) of >95% purity.

Workup

  1. additionwas added
  2. stirringAfter stirring at room temperature for 2 h the formed precipitate
  3. filtrationwas filtered off
  4. washwashed with further water
  5. customdried at 40° C. i

Sources & evidence

ORD record
ord-3a49e30c9dd14abc9a72749b7d4ab43b
Source dataset
uspto-grants-2013_01
Patent number
US08354415B2

Reaction notes

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