Ammonia → HCID 14638340, compound

HRID 917967Notes

Reaction equation

HRID 917967 reaction equation
[CH3:1][N:2]1[C:6]([C:7]#[N:8])=[C:5]([N+:9]([O-:11])=[O:10])[N:4]=[C:3]1[CH2:12][O:13]C(=O)C.N>CO>[CH3:1][N:2]1[C:6]([C:7]#[N:8])=[C:5]([N+:9]([O-:11])=[O:10])[N:4]=[C:3]1[CH2:12][OH:13]

Participants

4

Reactant 2

HCID 222AmmoniaHCID 14638338HCID 14638338, compound

Product 1

HCID 14638340HCID 14638340, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
0 °C

Procedure

2.0 G. of 1-methyl-2-acetoxymethyl-4-nitro-5-cyanoimidazole is dissolved in 100 ml. of anhydrous methanol which is saturated with anhydrous gaseous ammonia at 0°C. The reaction mixture is stirred for 15 minutes at 0°C. and the methanol and ammonia removed under high vaccum. The residue is recrystallized from isopropanol affording 1.2 g. of 1-methyl-2-hydroxymethyl-4-nitro-5-cyanoimidazole, m.p. 122° to 124°C.

Workup

  1. customthe methanol and ammonia removed under high vaccum
  2. customThe residue is recrystallized from isopropanol affording 1.2 g

Sources & evidence

ORD record
ord-e0d116b68e1442348f1dc81a00239f84
Source dataset
uspto-grants-1976_07
Patent number
US03968228

Reaction notes

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