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

HRID 370925Notes

Reaction equation

HRID 370925 reaction equation
[CH2:1]([N:9]=[C:10](Cl)[C:11]1[CH:16]=[CH:15][C:14]([Cl:17])=[CH:13][CH:12]=1)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH3:8].ClS(O)(=O)=O.[CH3:24][N:25]1[CH:29]=[C:28]([CH3:30])[CH:27]=[C:26]1[CH2:31][C:32]([O:34][CH3:35])=[O:33].[Cl:36]([OH:40])(=[O:39])(=[O:38])=[O:37]>>[Cl:36]([OH:40])(=[O:39])(=[O:38])=[O:37].[Cl:17][C:14]1[CH:15]=[CH:16][C:11]([C:10](=[N:9][CH2:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH3:8])[C:29]2[N:25]([CH3:24])[C:26]([CH2:31][C:32]([O:34][CH3:35])=[O:33])=[CH:27][C:28]=2[CH3:30])=[CH:12][CH:13]=1

Participants

5

Reactant 4

HCID 24247Perchloric AcidHCID 24638Chlorosulfonic acidHCID 13221886Methyl 1,4-dimethyl-1H-pyrrole-2-acetateHCID 13477601N-Octyl 4-Chlorobenzimidoyl Chloride

Product 1

HCID 18598662Methyl 5-[(4-chlorophenyl)(octylimino)methyl]-1,4-dimethyl-1H-pyrrole-2-acetate Perchlorate

Procedure

The title compound was prepared as in Example X from N-octyl 4-chlorobenzimidoyl chloride (1.44 g, 5 mmole), chlorosulfonic acid (0.58 g, 0.5 mmole), methyl 1,4-dimethyl-1H-pyrrole-2-acetate (0.84 g, 5 mmole), and 70% perchloric acid (0.79 g, 5.5 mmole) to yield 1.99 g (77%) of a red viscous oil.

Sources & evidence

ORD record
ord-b2134cae263f4ee09bbb0c1515447be2
Source dataset
uspto-grants-1985_07
Patent number
US04528382

Reaction notes

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