Thionyl Chloride → 2-Ethoxythieno[2,3-b]pyrazine-6-carbonyl chloride

HRID 1184932Notes

Reaction equation

HRID 1184932 reaction equation
[CH2:1]([O:3][C:4]1[N:5]=[C:6]2[CH:12]=[C:11]([C:13]([OH:15])=O)[S:10][C:7]2=[N:8][CH:9]=1)[CH3:2].S(Cl)([Cl:18])=O>>[CH2:1]([O:3][C:4]1[N:5]=[C:6]2[CH:12]=[C:11]([C:13]([Cl:18])=[O:15])[S:10][C:7]2=[N:8][CH:9]=1)[CH3:2]

Participants

3

Reactant 2

HCID 24386Thionyl ChlorideHCID 671255822-Ethoxythieno[2,3-b]pyrazine-6-carboxylic acid

Product 1

HCID 866801842-Ethoxythieno[2,3-b]pyrazine-6-carbonyl chlorideYield 100%

Procedure

A solution of 2-ethoxythieno[2,3-b]pyrazine-6-carboxylic acid (30 mg, 0.134 mmol) in thionyl chloride (1 mL) was stirred at 80° C. for 2 h. Evaporated to dryness and co-evaporated with toluene to give 2-ethoxythieno[2,3-b]pyrazine-6-carbonyl chloride (32 mg, 100%).

Workup

  1. customEvaporated to dryness and co-evaporated with toluene

Sources & evidence

ORD record
ord-a4ab962234864a819bf86d7102c66b68
Source dataset
uspto-grants-2014_03
Patent number
US08669256B2

Reaction notes

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