Sodium Azide → HCID 178525857, compound

HRID 895053Notes

Reaction equation

HRID 895053 reaction equation
[C:1]([CH2:4][NH:5][C:6](=[S:9])SC)([OH:3])=[O:2].[N-:10]=[N+:11]=[N-:12].[Na+]>O>[C:1]([CH2:4][N:5]1[C:6]([SH:9])=[N:12][N:11]=[N:10]1)([OH:3])=[O:2]

Participants

4

Reactant 2

HCID 33557Sodium AzideHCID 3960879N-[(Methylthio)thioxomethyl]glycine

Product 1

HCID 178525857HCID 178525857, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 16.5 g. (0.1 mol.) of methyl carboxymethyldithiocarbamate and 14.3 g. (0.22 mol.) of sodium azide in 150 ml. of water was heated at 56° for 12 hours. The reaction mixture was extracted with ether, then acidified to pH 1.5 with dilute hydrochloric acid and extracted with ethyl acetate. The extract was dried (MgSO4) and evaporated to dryness to give 1-carboxymethyltetrazole-5-thiol, m.p. 178°-179°.

Workup

  1. additionA mixture of 16.5 g
  2. extractionThe reaction mixture was extracted with ether
  3. extractionextracted with ethyl acetate
  4. dry with materialThe extract was dried (MgSO4)
  5. customevaporated to dryness

Sources & evidence

ORD record
ord-6cf9a9cd094a4802bca4d7d76d5bfe1d
Source dataset
uspto-grants-1981_08
Patent number
US04286089

Reaction notes

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