Methane → HCID 14621549, compound

HRID 2372389Notes

Reaction equation

HRID 2372389 reaction equation
[CH2:1]1[N:3]([CH2:4][CH:5]([OH:15])[CH2:6][N:7]2[C:11]([N+:12]([O-:14])=[O:13])=[N:10][CH:9]=[CH:8]2)[CH2:2]1.[ClH:16].C>CC(C)=O>[ClH:16].[N+:12]([C:11]1[N:7]([CH2:6][CH:5]([OH:15])[CH2:4][NH:3][CH2:2][CH2:1][Cl:16])[CH:8]=[CH:9][N:10]=1)([O-:14])=[O:13]

Participants

5

Reactant 3

HCID 297MethaneHCID 313Hydrochloric AcidHCID 100153α-(1-Aziridinylmethyl)-2-nitro-1H-imidazole-1-ethanol

Product 1

HCID 14621549HCID 14621549, compoundYield 66.3%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Conditions

Temperature
2.5 °C

Procedure

A solution of 1-(2-nitro-1-imidazolyl)-3-(1-aziridino)-2-propanol(2.12 g, 10.0 mmol) in acetone (20 cm3) red as described in Example 1(a) was stirred at 0-5° C. using external ice-water cooling. Concentrated aqueous hydrochloric acid (38% w/w HCl, 2.0 cm3) was added in one portion. The mixture was treated with decolourising charcoal (0.3 g), filtered and chilled to give 1-(2-nitro-1-imidazolyl)-3-(2-chloroethylamino)-2-propanol hydrochloride (1.89 g, 66.3%) as a pale yellow microcrystalline solid, m.p. 152.5°-153.5° C. (dec.) after drying in vacuo.

Workup

  1. filtrationfiltered
  2. temperaturechilled

Sources & evidence

ORD record
ord-df4c6466b5d740a088210ba985fd5698
Source dataset
uspto-grants-1992_03
Patent number
US05098921

Reaction notes

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