Hydrochloric Acid → (3R)-4-nitrosothiomorpholine-3-carboxylic acid

HRID 2216571

Reaction equation

HRID 2216571 reaction equation
[N:1]([O-:3])=O.[Na+].Cl.[NH:6]1[CH2:11][CH2:10][S:9][CH2:8][C@H:7]1[C:12]([OH:14])=[O:13]>>[N:1]([N:6]1[CH2:11][CH2:10][S:9][CH2:8][C@H:7]1[C:12]([OH:14])=[O:13])=[O:3]

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 1152541(R)-thiomorpholine-3-carboxylic acidHCID 23668193Sodium Nitrite

Product 1

HCID 58700709(3R)-4-nitrosothiomorpholine-3-carboxylic acid

Procedure

NaNO2 (3.14 g) was added to the 1 mol/L HCl (33.7 mL) solution of (3R)-thiomorpholine-3-carboxylic acid (4.96 g) under a nitrogen atmosphere at 0° C. and stirred for 0.5 h. The solution was extracted with CHCl3 (5 times) and the organic layer was washed with brine. The mixture was dried over MgSO4 and concentrated under reduced pressure to afford crude (3R)-4-nitrosothiomorpholine-3-carboxylic acid as pale yellow crystals.

Workup

  1. extractionThe solution was extracted with CHCl3 (5 times)
  2. washthe organic layer was washed with brine
  3. dry with materialThe mixture was dried over MgSO4
  4. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-6c5a4ce6acbf4c78a424c754513ae889
Source dataset
uspto-grants-2006_09
Patent number
US07112582B2

Linked notes

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