Hydrochloric Acid → 1-Nitro-2-acetylthiomethyloxy propane

HRID 1076397Notes

Reaction equation

HRID 1076397 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

6

Reactant 5

HCID 313Hydrochloric AcidHCID 712FormaldehydeHCID 10967Bis(Chloromethyl) EtherHCID 159702-Thiopheneacetic acidHCID 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.

Workup

  1. distillation154 grams of pyridine and distilled in vacuo after workup

Sources & evidence

ORD record
ord-005706cce1a44e408da539077e6ef666
Source dataset
uspto-grants-1976_05
Patent number
US03956500

Reaction notes

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