Dichloromethane → Methyl 6-chloropyridine-3-carboxylate

HRID 1252485Notes

Reaction equation

HRID 1252485 reaction equation
[Cl:1][C:2]1[CH:10]=[CH:9][C:5]([C:6]([OH:8])=[O:7])=[CH:4][N:3]=1.[CH2:11](Cl)Cl>>[Cl:1][C:2]1[CH:10]=[CH:9][C:5]([C:6]([O:8][CH3:11])=[O:7])=[CH:4][N:3]=1

Participants

3

Reactant 2

HCID 6344DichloromethaneHCID 792226-Chloronicotinic acid

Product 1

HCID 254249Methyl 6-chloropyridine-3-carboxylate

Procedure

An ethereal solution of CH2N2 (0.1 mole) is added to a suspension of 6-chloronicotinic acid (15 g) in CH2Cl2 until bubbling ceases. The reaction mixture is stirred overnight, evaporated and dried in vacuo affording the desired product as an off-white solid. M.P.=83°-85° C.

Workup

  1. customuntil bubbling ceases
  2. customevaporated
  3. customdried in vacuo

Sources & evidence

ORD record
ord-5fd85e68fafc4bb6b29dc818a37ac8e9
Source dataset
uspto-grants-1988_05
Patent number
US04743608

Reaction notes

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