Formaldehyde → 2-(2-Hydroxymethylamino-5-thiadiazolyl)-1-methyl-5-nitroimidazole

HRID 1730189Notes

Reaction equation

HRID 1730189 reaction equation
[NH2:1][N:2]1[NH:6][CH:5]=[C:4]([C:7]2[N:8]([CH3:15])[C:9]([N+:12]([O-:14])=[O:13])=[CH:10][N:11]=2)[S:3]1.[CH2:16]=[O:17]>>[OH:17][CH2:16][NH:1][N:2]1[NH:6][CH:5]=[C:4]([C:7]2[N:8]([CH3:15])[C:9]([N+:12]([O-:14])=[O:13])=[CH:10][N:11]=2)[S:3]1

Participants

3

Reactant 2

HCID 712FormaldehydeHCID 213908162-(2-Amino-5-thiadiazolyl)-1-methyl-5-nitroimidazole

Product 1

HCID 213908522-(2-Hydroxymethylamino-5-thiadiazolyl)-1-methyl-5-nitroimidazole

Procedure

A suspension of 5 g. of 2-(2-amino-5-thiadiazolyl)-1-methyl-5-nitroimidazole in 200 ml. of 36% aqueous formaldehyde solution is stirred for 20 hours at room temperature. The suspension is cooled in ice, and the insoluble solid is collected by filtration and washed with acetone. The yield of the title compound is 6.15 g., melting point 177° C. with decomposition (rapid heating).

Workup

  1. additionA suspension of 5 g
  2. temperatureThe suspension is cooled in ice
  3. filtrationthe insoluble solid is collected by filtration
  4. washwashed with acetone
  5. temperature, melting point 177° C. with decomposition (rapid heating)

Sources & evidence

ORD record
ord-67813a1191204ffe860433e1776c1bfe
Source dataset
uspto-grants-1976_11
Patent number
US03991200

Reaction notes

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