Sodium Azide → HCID 140352896, compound

HRID 1195058Notes

Reaction equation

HRID 1195058 reaction equation
[NH2:1][C:2]1[S:3][CH:4]=[C:5](/[C:7](=[N:13]/[O:14][CH2:15][CH2:16]Br)/[C:8]([O:10][CH2:11][CH3:12])=[O:9])[N:6]=1.[N-:18]=[N+:19]=[N-:20].[Na+]>CN(C)C=O.C(OCC)(=O)C>[NH2:1][C:2]1[S:3][CH:4]=[C:5](/[C:7](=[N:13]/[O:14][CH2:15][CH2:16][N:18]=[N+:19]=[N-:20])/[C:8]([O:10][CH2:11][CH3:12])=[O:9])[N:6]=1

Participants

5

Reactant 2

HCID 33557Sodium AzideHCID 88629807HCID 88629807, compound

Product 1

HCID 140352896HCID 140352896, compoundYield 96.3%

Reagents, catalysts & solvents 2

HCID 6228DimethylformamideSolventHCID 8857Ethyl AcetateSolvent

Procedure

1 g of ethyl 2-(2-amino-4-thiazolyl)-2-[(Z)-(2-bromoethoxy)imino]-acetate in 20 ml of dimethylformamide is warmed to 50° C. for 12 hours with 9.5 g of sodium azide. The mixture is diluted with ethyl acetate, washed three times with water, dried over magnesium sulphate and evaporated. After recrystallization from acetone/isopropanol, there is obtained 0.85 g of ethyl 2-(2-amino-4-thiazolyl)-2-[(Z)-(2-azidoethoxy)imino]-acetate of melting point 123°-124° C.

Workup

  1. washwashed three times with water
  2. dry with materialdried over magnesium sulphate
  3. customevaporated
  4. customAfter recrystallization from acetone/isopropanol

Sources & evidence

ORD record
ord-c14a6579fa234634b1fe7a7da36e28c0
Source dataset
uspto-grants-1989_03
Patent number
US04816582

Reaction notes

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