Hydrochloric Acid → HCID 178520894, compound

HRID 67998Notes

Reaction equation

HRID 67998 reaction equation
Cl.[Na].CC1(C)[O:9][CH2:8][CH:7]([N:10]2[C:14]([SH:15])=[N:13][N:12]=[N:11]2)[CH2:6][O:5]1.[OH-].[Na+]>O>[OH:5][CH2:6][CH:7]([N:10]1[C:14]([SH:15])=[N:13][N:12]=[N:11]1)[CH2:8][OH:9]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 5360545SodiumHCID 178431606HCID 178431606, compound

Product 1

HCID 178520894HCID 178520894, compoundYield 61.4%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
80 °C

Procedure

4 N hydrochloric acid (50 cc) is added to the sodium salt of 1-(2,2-dimethyl-1,3-dioxan-5-yl)-5-mercaptotetrazole (as obtained in accordance with Example 7) (22 g) in water (100 cc) and the mixture is heated for 30 minutes at 80° C. 4 N sodium hydroxide solution (25 cc) is added and the mixture is concentrated to dryness under reduced pressure (20 mm Hg; 2.7 kPa). The residue is taken up in boiling acetonitrile (2×100 cc), an insoluble material is filtered off, the acetonitrile is evaporated off under reduced pressure (20 mm Hg; 2.7 kPa) and the residue is taken up in ethyl ether (100 cc). 1-(1,3-Dihydroxyprop-2-yl)-5-mercaptotetrazole (11 g), melting at 138° C., is isolated by filtration.

Workup

  1. concentrationthe mixture is concentrated to dryness under reduced pressure (20 mm Hg; 2.7 kPa)
  2. filtrationan insoluble material is filtered off
  3. customthe acetonitrile is evaporated off under reduced pressure (20 mm Hg; 2.7 kPa)

Sources & evidence

ORD record
ord-98926c55268d42d280b888ad029e5f21
Source dataset
uspto-grants-1982_08
Patent number
US04347359

Reaction notes

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