Dithionite → 1H-Pyrrole-2-acetic acid, 1-methyl-, ethyl ester

HRID 1706335Notes

Reaction equation

HRID 1706335 reaction equation
S(S([O-])=O)([O-])=O.[Na+].[Na+].COC1C=CC(N=[C:18]([C:24]2[N:25]([CH3:29])[CH:26]=[CH:27][CH:28]=2)[C:19]([O:21][CH2:22][CH3:23])=[O:20])=CC=1.S(S([O-])=O)([O-])=O>C(O)(=O)C.O>[CH3:29][N:25]1[CH:26]=[CH:27][CH:28]=[C:24]1[CH2:18][C:19]([O:21][CH2:22][CH3:23])=[O:20]

Participants

6

Reactant 3

HCID 1086DithioniteHCID 24489Sodium DithioniteHCID 23347803HCID 23347803, compound

Product 1

HCID 974691H-Pyrrole-2-acetic acid, 1-methyl-, ethyl ester

Reagents, catalysts & solvents 2

HCID 176Acetic AcidSolventHCID 962WaterSolvent

Procedure

Three equivalents of sodium dithionite (0.36 g) is added in one portion with vigorous stirring to a solution of 0.2 g ethyl α-(4-methoxyphenylimino)-1-methylpyrrole-2-acetate in 6 ml glacial acetic acid plus 2.5 ml water. After ten minutes two additional equivalents of dithionite is added. After 10 mins more, a sufficient sample for G.C. analysis is poured into ice and extracted with chloroform. Analysis by gas chromatography (G.C.) with an internal standard measures 34% ethyl 1-methylpyrrole-2-acetate.

Workup

  1. additionanalysis is poured into ice
  2. extractionextracted with chloroform

Sources & evidence

ORD record
ord-9c42763cb1d2433a898fc2f7a82791ea
Source dataset
uspto-grants-1980_06
Patent number
US04207237

Reaction notes

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