Hydrochloric Acid → HCID 68543238, compound

HRID 1992272Notes

Reaction equation

HRID 1992272 reaction equation
C([NH:9][C:10]([NH:12][C@@:13]([C:18]1[CH:23]=[C:22]([Br:24])[CH:21]=[CH:20][C:19]=1[F:25])([CH3:17])[CH2:14][CH2:15]O)=[S:11])(=O)C1C=CC=CC=1.[ClH:26]>>[ClH:26].[Br:24][C:22]1[CH:21]=[CH:20][C:19]([F:25])=[C:18]([C@:13]2([CH3:17])[CH2:14][CH2:15][S:11][C:10]([NH2:9])=[N:12]2)[CH:23]=1

Participants

3

Reactant 2

HCID 313Hydrochloric AcidHCID 86635613HCID 86635613, compound

Product 1

HCID 68543238HCID 68543238, compound

Procedure

A solution of (S)-1-benzoyl-3-[1-(5-bromo-2-fluoro-phenyl)-3-hydroxy-1-methyl-propyl]-thiourea (0.79 g, 1.8 mmoles) and aqueous HCl (5 N, 25 mL, 71 mmoles) is warmed to 100° C. After stirring for 6 h, the reaction is cooled to ambient temperature and allowed to stand overnight. The reaction is concentrated under reduced pressure to give crude (S)-4-(5-bromo-2-fluorophenyl)-4-methyl-5,6-dihydro-4H-1,3-thiazin-2-amine hydrochloride [MS (m/z): 303, 305 (M+1)].

Workup

  1. waitto stand overnight
  2. concentrationThe reaction is concentrated under reduced pressure

Sources & evidence

ORD record
ord-36e16efc04154b51823b73e95fc28fff
Source dataset
uspto-grants-2010_01
Patent number
US07648983B2

Reaction notes

Loading…