Dimethylformamide → HCID 86734465, compound

HRID 435943Notes

Reaction equation

HRID 435943 reaction equation
Cl[CH2:2][CH2:3][C:4]([O:6][CH2:7][CH3:8])=[S:5].[N-:9]=[N+:10]=[N-:11].[Na+].CN(C)C=O>CCOCC>[N:9]([CH2:2][CH2:3][C:4]([O:6][CH2:7][CH3:8])=[S:5])=[N+:10]=[N-:11]

Participants

5

Reactant 3

HCID 6228DimethylformamideHCID 33557Sodium AzideHCID 55302063HCID 55302063, compound

Product 1

HCID 86734465HCID 86734465, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

After stirring a mixture of 6.7 g. of ethyl chloromethylthioacetate, 5 g. of sodium azide and 15 ml. of dimethylformamide for 17 hours at 45° C., the reaction mixture was diluted with 150 ml. of ether, followed by washing with water for three times. By drying the ether layer over magnesium sulfate and then distilling it under reduced pressure, 6.1 g. of ethyl azidomethylthioacetate was obtained as a liquid having a boiling point of 77° - 80° C. (3 mm Hg.).

Workup

  1. additiona mixture of 6.7 g
  2. additionthe reaction mixture was diluted with 150 ml
  3. washby washing with water for three times
  4. dry with materialBy drying the ether layer over magnesium sulfate
  5. distillationdistilling it under reduced pressure, 6.1 g

Sources & evidence

ORD record
ord-5f57465e5e604915934d6e5ea512762d
Source dataset
uspto-grants-1977_02
Patent number
US04007177

Reaction notes

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