Formamide → HCID 178435421, compound

HRID 2369391Notes

Reaction equation

HRID 2369391 reaction equation
[NH2:1][C:2]1[S:3][C:4]([CH2:12][CH3:13])=[CH:5][C:6]=1[C:7](OCC)=[O:8].[CH:14]([NH2:16])=O>O>[CH2:12]([C:4]1[S:3][C:2]2[N:1]=[CH:14][N:16]=[C:7]([OH:8])[C:6]=2[CH:5]=1)[CH3:13]

Participants

4

Reactant 2

HCID 713FormamideHCID 78263Ethyl 2-amino-5-ethyl-3-thenoate

Product 1

HCID 178435421HCID 178435421, compoundYield 57%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A solution of ethyl 2-amino-5-ethylthiophene-3-carboxylate (5 g, 25.09 mmol, 1.00 equiv) in formamide (60 mL) was stirred for 4 h at 180° C. in an oil bath. The reaction mixture was cooled and diluted with 200 mL of water. The solids were collected by filtration and dried in an oven under reduced pressure to give 2.6 g (57%) of 6-ethylthieno[2,3-d]pyrimidin-4-ol as a black solid. MS: m/z 181 (M+H)+.

Workup

  1. temperatureThe reaction mixture was cooled
  2. filtrationThe solids were collected by filtration
  3. customdried in an oven under reduced pressure

Sources & evidence

ORD record
ord-e2257dea00c64d67a741ed37f04fe178
Source dataset
uspto-grants-2014_04
Patent number
US08703941B2

Reaction notes

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