Formaldehyde → (2,2-Dimethyl-propyl)-methyl-[2-methyl-2-(4-nitro-imidazol-1-yl)-Propyl]-amine

HRID 1714282Notes

Reaction equation

HRID 1714282 reaction equation
[CH3:1][C:2]([CH3:18])([CH3:17])[CH2:3][NH:4][CH2:5][C:6]([CH3:16])([N:8]1[CH:12]=[C:11]([N+:13]([O-:15])=[O:14])[N:10]=[CH:9]1)[CH3:7].[CH2:19]=O>C(O)=O>[CH3:1][C:2]([CH3:18])([CH3:17])[CH2:3][N:4]([CH3:19])[CH2:5][C:6]([CH3:16])([N:8]1[CH:12]=[C:11]([N+:13]([O-:15])=[O:14])[N:10]=[CH:9]1)[CH3:7]

Participants

4

Reactant 2

HCID 712FormaldehydeHCID 671640862,2-dimethyl-N-[2-methyl-2-(4-nitro-1H-imidazol-1-yl)propyl]propan-1-amine

Product 1

HCID 67164483(2,2-Dimethyl-propyl)-methyl-[2-methyl-2-(4-nitro-imidazol-1-yl)-Propyl]-amine

Reagents, catalysts & solvents 1

HCID 284Formic AcidSolvent

Procedure

(2,2-Dimethyl-propyl)-[2-methyl-2-(4-nitro-imidazol-1-yl)-propyl]-amine was treated with formalin and formic acid at 85° C. for 5 h, quenched with aqueous sodium bicarbonate, extracted with methylene chloride, dried, concentrated, and the resultant residue purified by chromatography to afford the title compound: H1 NMR (400 MHz, CDCl3) 0.74 (s, 9H), 1.52 (s, 6H), 2.2 (s, 2H), 2.8 (s, 2H), 7.6 (s, 1H), 7.9 (s, 1H); MS m/z 255.3 (M+1).

Workup

  1. customquenched with aqueous sodium bicarbonate
  2. extractionextracted with methylene chloride
  3. customdried
  4. concentrationconcentrated
  5. customthe resultant residue purified by chromatography

Sources & evidence

ORD record
ord-598e2c72c6d0437fa430f2fb5505193b
Source dataset
uspto-grants-2010_09
Patent number
US07795447B2

Reaction notes

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