4-Toluenesulfonyl chloride → HCID 89472102, compound

HRID 514614Notes

Reaction equation

HRID 514614 reaction equation
[CH3:1][C:2]1([CH3:19])[O:7][CH2:6][C:5]([CH2:17][OH:18])([CH2:8][N:9]2[CH:13]=[CH:12][N:11]=[C:10]2[N+:14]([O-:16])=[O:15])[CH2:4][O:3]1.[C:20]1([CH3:30])[CH:25]=[CH:24][C:23]([S:26](Cl)(=[O:28])=[O:27])=[CH:22][CH:21]=1>>[CH3:1][C:2]1([CH3:19])[O:3][CH2:4][C:5]([CH2:8][N:9]2[CH:13]=[CH:12][N:11]=[C:10]2[N+:14]([O-:16])=[O:15])([CH2:17][O:18][S:26]([C:23]2[CH:24]=[CH:25][C:20]([CH3:30])=[CH:21][CH:22]=2)(=[O:28])=[O:27])[CH2:6][O:7]1

Participants

3

Reactant 2

HCID 73974-Toluenesulfonyl chlorideHCID 894723022,2-dimethyl-5-hydroxymethyl-5-[(2-nitro-1H-imidazol-1-yl)methyl]-1,3-dioxane

Product 1

HCID 89472102HCID 89472102, compound

Procedure

The obtained 2,2-dimethyl-5-hydroxymethyl-5-[(2-nitro-1H-imidazol-1-yl)methyl]-1,3-dioxane is reacted with p-toluenesulfonyl chloride by for example a method of L. F. Fieser et al. (Reagents for Organic Synthesis, Vol. 1, Wiley, New York, p. 1179 (1967)) and purified, to give the desired 2,2-dimethyl-5-[(2-nitro-1H-imidazol-1-yl)methyl]-5-(p-toluenesulfonyloxymethyl)-1,3-dioxane (FIG. 1, Step 5).

Workup

  1. customFieser et al. (Reagents for Organic Synthesis, Vol. 1, Wiley, New York, p. 1179 (1967))
  2. custompurified

Sources & evidence

ORD record
ord-1d1bafe6a3644ce0bd9b5974e5dc886e
Source dataset
uspto-grants-2015_08
Patent number
US09107964B2

Reaction notes

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