Hydrochloric Acid → 1-Nitro-2-acetylthiomethyloxy propane

Reaction equation

[N+:1]([CH2:4][CH:5]([OH:7])[CH3:6])([O-:3])=[O:2].C=O.Cl.ClC[O:13]CCl.[S:16]1[CH:20]=[CH:19]C=[C:17]1CC(O)=O>>[N+:1]([CH2:4][CH:5]([O:7][CH2:17][S:16][C:20](=[O:13])[CH3:19])[CH3:6])([O-:3])=[O:2]

Participants

Reactant 5

HCID 313Hydrochloric Acid

HCID 712Formaldehyde

HCID 10967Bis(Chloromethyl) Ether

HCID 159702-Thiopheneacetic acid

HCID 955371-Nitropropan-2-ol

Product 1

HCID 215405421-Nitro-2-acetylthiomethyloxy propane

Procedure

A quantity of 206 grams of 1-nitro-2-propanol was chloromethylated with 60 grams paraformaldehyde and excess hydrogen chloride according to the procedure given in Example I. The crude chloromethylether resulting was reacted with 154 grams of thiolacetic acid and then 154 grams of pyridine and distilled in vacuo after workup as described in Example I to give 123 grams of 1-nitro-2-acetylthiomethyloxy propane; structure confirmed by spectral analysis.