Hydrochloric Acid → HCID 178521269, compound

HRID 1980374Notes

Reaction equation

HRID 1980374 reaction equation
[Cl-].[Al+3].[Cl-].[Cl-].C([O:9][CH2:10][CH2:11][N:12]1[C:16]([SH:17])=[N:15][N:14]=[N:13]1)(C)(C)C.Cl.C(OCC)(=O)C>C1(OC)C=CC=CC=1.ClCCl>[OH:9][CH2:10][CH2:11][N:12]1[C:16]([SH:17])=[N:15][N:14]=[N:13]1

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 8857Ethyl AcetateHCID 6451240Aluminum(III) ChlorideHCID 1784504791-(2-tert-Butoxyethyl)-1,2-dihydro-5H-tetrazole-5-thione

Product 1

HCID 178521269HCID 178521269, compound

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 7519AnisoleSolvent

Procedure

To a solution of aluminum chloride (0.2 g) in anisole (1 ml) cooled at 0° C. is added a solution of 1-(2-t-butoxyethyl)-1H-tetrazole-5-thiol (0.202 g) in dichloromethane (2 ml), and the mixture is stirred at room temperature for 3 hours. The reaction mixture is poured into a mixture of 3N-hydrochloric acid (10 ml) and ethyl acetate (20 ml), shaken and the resulting organic layer is taken up. The layer is extracted with aqueous 5% sodium hydroxide. The extract is acidified with hydrochloric acid and extracted again with ethyl acetate. The extract is concentrated under reduced pressure to give 1-(2-hydroxyethyl)-1H-tetrazole-5-thiol. mp. 135°-136° C.

Workup

  1. stirringshaken
  2. extractionThe layer is extracted with aqueous 5% sodium hydroxide
  3. extractionextracted again with ethyl acetate
  4. concentrationThe extract is concentrated under reduced pressure

Sources & evidence

ORD record
ord-251915bc76e24b0aadc5b338cd7afb8a
Source dataset
uspto-grants-1985_04
Patent number
US04508909

Reaction notes

Loading…