Sodium Azide → HCID 178525857, compound

HRID 27126Notes

Reaction equation

HRID 27126 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-carboxymethyl-tetrazole-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-0cbca9f7416541feb7d7b7d6d41b3703
Source dataset
uspto-grants-1980_09
Patent number
US04220644

Reaction notes

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