Acetic Acid → HCID 53968955, compound

HRID 329212Notes

Reaction equation

HRID 329212 reaction equation
[CH:1]1([S:7][CH2:8][CH2:9][NH:10][C@H:11]([C:13]([OH:15])=[O:14])[CH3:12])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.C(O)(=O)C.[N:20]([O-])=[O:21].[Na+]>O>[CH:1]1([S:7][CH2:8][CH2:9][N:10]([N:20]=[O:21])[C@H:11]([C:13]([OH:15])=[O:14])[CH3:12])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6]1

Participants

5

Reactant 3

HCID 176Acetic AcidHCID 23668193Sodium NitriteHCID 54438030HCID 54438030, compound

Product 1

HCID 53968955HCID 53968955, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

The N-[2-(cyclohexylthio)ethyl]alanine prepared in Example 2 is suspended in 210 parts of acetic acid and that mixture is treated, over a period of 20 minutes, with a solution containing 7 parts of sodium nitrite and 70 parts of water. The resulting mixture is stirred for 11/2 hours, then filtered. The filtrate is added to 2000 parts of water and extracted with methylene chloride. The organic phase is separated, washed with water, dried over anhydrous sodium sulfate, filtered and then evaporated to dryness under reduced pressure to afford, as an oil, N-[2-(cyclohexylthio)ethyl] -N-nitrosoalanine.

Workup

  1. additionthat mixture is treated, over a period of 20 minutes, with a solution
  2. filtrationfiltered
  3. additionThe filtrate is added to 2000 parts of water
  4. extractionextracted with methylene chloride
  5. customThe organic phase is separated
  6. washwashed with water
  7. dry with materialdried over anhydrous sodium sulfate
  8. filtrationfiltered
  9. customevaporated to dryness under reduced pressure

Sources & evidence

ORD record
ord-29a92d9543bb40f6bbe21176720ab0b2
Source dataset
uspto-grants-1977_04
Patent number
US04020079

Reaction notes

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