1-Methyl-5-chloro-4-nitroimidazole → HCID 86734275, compound

HRID 1973623Notes

Reaction equation

HRID 1973623 reaction equation
[NH2:1][C:2]1[N:10]=[C:9]2[C:5]([N:6]=[CH:7][N:8]2[C@@H:11]2[O:16][C@H:15]([CH2:17][OH:18])[C@@H:13]([OH:14])[CH2:12]2)=[C:4]([Se:19][C:20]2[N:24]([CH3:25])[CH:23]=[N:22][C:21]=2[N+:26]([O-:28])=[O:27])[N:3]=1.O(C)[Na].ClC1N(C)C=NC=1[N+]([O-])=O>CO>[NH2:1][C:2]1[N:10]=[C:9]2[C:5]([N:6]=[CH:7][N:8]2[C@H:11]2[O:16][C@H:15]([CH2:17][OH:18])[C@@H:13]([OH:14])[CH2:12]2)=[C:4]([Se:19][C:20]2[N:24]([CH3:25])[CH:23]=[N:22][C:21]=2[N+:26]([O-:28])=[O:27])[N:3]=1

Participants

5

Reactant 3

HCID 210101-Methyl-5-chloro-4-nitroimidazoleHCID 86734276HCID 86734276, compoundHCID 178418582HCID 178418582, compound

Product 1

HCID 86734275HCID 86734275, compoundYield 91%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

The procedure was the same as that for 7c except that 800 mg (0.0024 mol) of 2, 160 mg of NaOCH3, and 400 mg of 5-chloro-1-methyl-4-nitroimidazole were used. The product obtained by crystallization from MeOH--H2O was dried over Drierite in vacuo at the temperature of refluxing toluene for 2 hr. to yield 1.0 g (91%) of 3c: mp 148° softens to a glass.

Workup

  1. dry with materialH2O was dried over Drierite in vacuo at the temperature of refluxing toluene for 2 hr

Sources & evidence

ORD record
ord-8fa321d908b142d597a89f1ca1faf7e7
Source dataset
uspto-grants-1976_12
Patent number
US03998806

Reaction notes

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