Propylene Oxide → HCID 133357, compound

HRID 1902556Notes

Reaction equation

HRID 1902556 reaction equation
C1OC1C.Cl.[C:6]([CH2:9][C:10]1[N:11]=[C:12]([N:15]=[C:16]2[N:20]3[CH2:21][C:22]4[CH:23]=[CH:24][CH:25]=[CH:26][C:27]=4[CH2:28][C@H:19]3[CH2:18][S:17]2)[S:13][CH:14]=1)([OH:8])=[O:7]>CO>[C:6]([CH2:9][C:10]1[N:11]=[C:12]([N:15]=[C:16]2[N:20]3[CH2:21][C:22]4[CH:23]=[CH:24][CH:25]=[CH:26][C:27]=4[CH2:28][C@H:19]3[CH2:18][S:17]2)[S:13][CH:14]=1)([OH:8])=[O:7]

Participants

4

Reactant 2

HCID 6378Propylene OxideHCID 70549861HCID 70549861, compound

Product 1

HCID 133357HCID 133357, compoundYield 44.2%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
20 °C

Procedure

Propylene oxide (0.8 g) is added to a solution of (S)-3-[(4-carboxymethylthiazol-2-yl)imino]-1,5,10,10a-tetrahydrothiazolo[3,4-b]isoquinoline hydrochloride (0.5 g) in methanol (30 cc). The mixture is stirred for 16 hours at a temperature of the order of 20° C. The precipitate which was formed is filtered off and dried under reduced pressure (20 mm Hg; 2.7 kPa) at 40° C. to yield (S)-3-[(4-carboxymethylthiazol-2-yl)imino]-1,5,10,10a-tetrahydrothiazolo[3,4-b]-isoquinoline (0.2 g), which is a white solid, m.p.=185° C.

Workup

  1. customThe precipitate which was formed
  2. filtrationis filtered off
  3. customdried under reduced pressure (20 mm Hg; 2.7 kPa) at 40° C.

Sources & evidence

ORD record
ord-fd7fe46ac33d493ca5d2bedcf98250e0
Source dataset
uspto-grants-1982_12
Patent number
US04363909

Reaction notes

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