Formamide → HCID 178435421, compound

HRID 525062Notes

Reaction equation

HRID 525062 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-7e3c0a38bb484c9dbbe1aded70793963
Source dataset
uspto-grants-2016_05
Patent number
US09340554B2

Reaction notes

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