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Sodium Azide → HCID 13536743, compound

HRID 464757
Notes
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Reaction equation

HRID 464757 reaction equation
Cl[CH2:2][C:3]([C:5]1[CH:6]=[CH:7][C:8]2[O:12][C:11]([CH3:14])([CH3:13])[S:10][C:9]=2[CH:15]=1)=[O:4].[N-:16]=[N+:17]=[N-:18].[Na+]>C(#N)C>[N:16]([CH2:2][C:3]([C:5]1[CH:6]=[CH:7][C:8]2[O:12][C:11]([CH3:14])([CH3:13])[S:10][C:9]=2[CH:15]=1)=[O:4])=[N+:17]=[N-:18]
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

4

Reactant 2

HCID 33557Sodium AzideHCID 13536742HCID 13536742, compound

Product 1

HCID 13536743HCID 13536743, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

A solution of 20 g of 5-chloroacetyl-2,2-dimethyl-1,3-benzoxathiole (VII) in acetonitrile (100 ml) was stirred for two days with 7 g of finely powdered sodium azide. The reaction mixture was filtered, evaporated and the residue recrystallized from methanol to yield 12 g of 5-azidoacetyl-2,2-dimethyl-1,3-benzoxathiole (VIII), m.p. 52°-53° C.

Workup

  1. filtrationThe reaction mixture was filtered
  2. customevaporated
  3. customthe residue recrystallized from methanol

Sources & evidence

ORD record
ord-7c2d3559475148de8b9b252d33a9e813
Source dataset
uspto-grants-1985_10
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US04548951

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes