Acetic Acid → HCID 136399286, compound

HRID 544379Notes

Reaction equation

HRID 544379 reaction equation
[CH3:1][C:2]1([CH3:9])[N:6]=[C:5]([S:7][CH3:8])[CH2:4][S:3]1.[N:10]([O-])=[O:11].[Na+].C(O)(=O)C>O>[N:10](=[C:4]1[S:3][C:2]([CH3:9])([CH3:1])[N:6]=[C:5]1[S:7][CH3:8])[OH:11]

Participants

5

Reactant 3

HCID 176Acetic Acid2×HCID 20458824HCID 20458824, compoundHCID 23668193Sodium Nitrite2×

Product 1

HCID 136399286HCID 136399286, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent2×

Procedure

6.4 g (0.04 mol) of crude 2,2-dimethyl-4-methylthio-3-thiazoline are dissolved in 40 ml of water and the solution is treated with 3.6 g (0.052 mol) of sodium nitrite and subsequently treated dropwise at 10° C. with 6.1 ml (0.11 mol) of acetic acid. After stirring the mixture for 3 hours, 3.6 g of sodium nitrite and 6.1 ml of acetic acid are added theretoand the mixture is allowed to stir for an additional 16 hours. The mixture is then diluted with water and the precipitated crystals are filtered off,to yield 5-oxo-2,2-dimethyl-4-methylthio-3-thiazoline oxime, m.p. 168°-171° C.

Workup

  1. stirringto stir for an additional 16 hours
  2. filtrationthe precipitated crystals are filtered

Sources & evidence

ORD record
ord-5d9b1e8c89fb43ed913ee863b57222ef
Source dataset
uspto-grants-1984_05
Patent number
US04450157

Reaction notes

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