Hydrochloric Acid → HCID 70130029, compound

HRID 2229848Notes

Reaction equation

HRID 2229848 reaction equation
C([NH:5][C:6]([NH:8][C@H:9]([C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1)[CH2:10]O)=[S:7])(C)(C)C.[ClH:18]>>[ClH:18].[C:12]1([C@@H:9]2[CH2:10][S:7][C:6]([NH2:5])=[N:8]2)[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1

Participants

3

Reactant 2

HCID 313Hydrochloric AcidHCID 86584348HCID 86584348, compound

Product 1

HCID 70130029HCID 70130029, compound

Conditions

Temperature
0 °C

Procedure

The process is performed under the conditions of Example 1, starting with 2.4 g of N-(tert-butyl)-N′-[(1R)-2-hydroxy-1-phenylethyl]thiourea in 24 cm3 of aqueous 6N hydrochloric acid for 1 hour 30 minutes at a temperature in the region of 100° C. After cooling the medium to a temperature in the region of 0° C., the precipitate formed is filtered off and the filter cake is then washed with 7 cm3 of aqueous 6N hydrochloric acid and twice 15 cm3 of diethyl ether. The solid obtained is dried in an oven under reduced pressure (10 Pa) at a temperature in the region of 60° C. 1.6 g of (−)-(4R)-4-phenyl-4,5-dihydro-1,3-thiazol-2-ylamine hydrochloride are obtained in the form of a white solid melting at 260° C. (αd20=−109.6±1.3 at a concentration of 1% in methanol).

Workup

  1. customthe precipitate formed
  2. filtrationis filtered off
  3. washthe filter cake is then washed with 7 cm3 of aqueous 6N hydrochloric acid and twice 15 cm3 of diethyl ether
  4. customThe solid obtained
  5. customis dried in an oven under reduced pressure (10 Pa) at a temperature in the region of 60° C

Sources & evidence

ORD record
ord-d76c710e189f46c1a3274974a6de8e55
Source dataset
uspto-grants-2002_07
Patent number
US06420566B2

Reaction notes

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