Hydrochloric Acid → HCID 21502752, compound

HRID 1288538Notes

Reaction equation

HRID 1288538 reaction equation
[C:1]([CH:6]1[C:11]2[NH:12][C:13](=[O:15])[S:14][C:10]=2[CH2:9][CH2:8][CH2:7]1)([O:3]CC)=[O:2].[OH-].[Na+].Cl>O>[C:1]([CH:6]1[C:11]2[NH:12][C:13](=[O:15])[S:14][C:10]=2[CH2:9][CH2:8][CH2:7]1)([OH:3])=[O:2]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 21502753HCID 21502753, compound

Product 1

HCID 21502752HCID 21502752, compoundYield 8.4%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
20 °C

Procedure

A mixture of 6.8 g of 4-carbethoxy-2,3,4,5,6,7-hexahydrobenzothiazoline-2-one and 6 ml of 10 N sodium hydroxide in 100 ml of water was refluxed for 3 hours and then cooled to 20° C. 6 ml of 10 N hydrochloric acid were added thereto and the mixture was vacuum filtered. The precipitate was washed with acetone and 1 g of the raw product was taken up in a solution of 0.42 g of sodium bicarbonate in 40 ml of water. The mixture was stirred for 1 hour, was washed with ethyl acetate and was acidified with 1 N hydrochloric acid. The mixture was vacuum filtered and the precipitate was washed with water and dried to obtain 0.5 g of 4-carboxy-2,3,4,5,6,7-hexahydrobenzothiazole-2-one melting at 192° C.

Workup

  1. temperaturewas refluxed for 3 hours
  2. filtrationfiltered
  3. washThe precipitate was washed with acetone and 1 g of the raw product
  4. washwas washed with ethyl acetate
  5. filtrationfiltered
  6. washthe precipitate was washed with water
  7. customdried

Sources & evidence

ORD record
ord-99cd06be1b21440dbf9790cfa27e632b
Source dataset
uspto-grants-1976_10
Patent number
US03988444

Reaction notes

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