Sodium Azide → HCID 14189837, compound

HRID 1248266Notes

Reaction equation

HRID 1248266 reaction equation
[CH3:1][O:2][C:3](=[O:9])[CH:4](Cl)[CH2:5][S:6][CH3:7].[N-:10]=[N+:11]=[N-:12].[Na+]>CCCCCCCC[N+](CCCCCCCC)(CCCCCCCC)C.[Cl-].O>[CH3:1][O:2][C:3](=[O:9])[CH:4]([N:10]=[N+:11]=[N-:12])[CH2:5][S:6][CH3:7]

Participants

5

Reactant 2

HCID 33557Sodium AzideHCID 13403518HCID 13403518, compound

Product 1

HCID 14189837HCID 14189837, compoundYield 87.5%

Reagents, catalysts & solvents 2

HCID 21218Trioctylmethylammonium chlorideCatalystHCID 962WaterSolvent

Procedure

6.0 grams (35.5 mmoles) of the 2-chloro-3-methylmercapto-propionic acid methyl ester produced in Example 5 were stirred with 3.47 grams (53.4 mmoles) of sodium azide and 0.82 grams of Aliquat 336 in 15 ml of water for 7 hours at 45° C. After working up according to Example 2 there were obtained 5.44 grams (87% of theory) of 2-azido-3-methylmercapto-propionic acid methyl ester as an analytically pure material.

Sources & evidence

ORD record
ord-e61855e4af5c4b25a5744a5910b82d9c
Source dataset
uspto-grants-1985_06
Patent number
US04523012

Reaction notes

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