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

HRID 462228Notes

Reaction equation

HRID 462228 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-d2f9a3685640454ab40d677076b5d443
Source dataset
uspto-grants-1977_12
Patent number
US04065567

Reaction notes

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