Perchloric Acid → Ethyl 5-[(4-chlorophenyl)(methylimino)methyl]-1,4-dimethyl-1H-pyrrole-2-acetate Perchlorate

HRID 370926Notes

Reaction equation

HRID 370926 reaction equation
[CH3:1][N:2]=[C:3](Cl)[C:4]1[CH:9]=[CH:8][C:7]([Cl:10])=[CH:6][CH:5]=1.ClS(O)(=O)=O.[CH3:17][N:18]1[CH:22]=[C:21]([CH3:23])[CH:20]=[C:19]1[CH2:24][C:25]([O:27][CH2:28][CH3:29])=[O:26].[Cl:30]([OH:34])(=[O:33])(=[O:32])=[O:31]>>[Cl:30]([OH:34])(=[O:33])(=[O:32])=[O:31].[Cl:10][C:7]1[CH:8]=[CH:9][C:4]([C:3](=[N:2][CH3:1])[C:22]2[N:18]([CH3:17])[C:19]([CH2:24][C:25]([O:27][CH2:28][CH3:29])=[O:26])=[CH:20][C:21]=2[CH3:23])=[CH:5][CH:6]=1

Participants

5

Reactant 4

HCID 24247Perchloric AcidHCID 24638Chlorosulfonic acidHCID 118467Ethyl 1,4-dimethyl-1H-pyrrole-2-acetateHCID 12341506N-Methyl 4-Chlorobenzimidoyl Chloride

Product 1

HCID 20275542Ethyl 5-[(4-chlorophenyl)(methylimino)methyl]-1,4-dimethyl-1H-pyrrole-2-acetate Perchlorate

Procedure

The title compound was prepared as in Example X from N-methyl 4-chlorobenzimidoyl chloride (7.52 g, 40 mmole), chlorosulfonic acid (0.47 g, 4 mmole), ethyl 1,4-dimethyl-1H-pyrrole-2-acetate (7.25 g, 40 mmole), and 70% perchloric acid (7.0 g, 48 mmole) to yield 6.6 g (38%) of a green solid, m.p. 126°-130° C. (dec).

Sources & evidence

ORD record
ord-1d8f9e82430e4de5926385756a239991
Source dataset
uspto-grants-1985_07
Patent number
US04528382

Reaction notes

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