Carbon Dioxide → HCID 13604343, compound

HRID 1380038Notes

Reaction equation

HRID 1380038 reaction equation
[C:1]1([CH:7]2[N:15]3[C:10]([S:11][CH2:12][CH2:13][CH2:14]3)=[N:9][CH2:8]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.C(=O)=[O:17]>[OH-].[Na+]>[SH:11][CH2:12][CH2:13][CH2:14][N:15]1[CH:7]([C:1]2[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=2)[CH2:8][NH:9][C:10]1=[O:17]

Participants

4

Reactant 2

HCID 280Carbon DioxideHCID 13604342HCID 13604342, compound

Product 1

HCID 13604343HCID 13604343, compound

Reagents, catalysts & solvents 1

HCID 14798Sodium HydroxideSolvent

Procedure

A mixture of 55.0 g of 3-phenyl-2,3,6,7-tetrahydro-5H-imidazo[2,1-b][1,3]thiazine and 540 ml of 0.5N sodium hydroxide solution is stirred and refluxed under nitrogen for thirty hours. The solution is cooled, neutralized to pH 8 with carbon dioxide and extracted with methylene chloride. The organic extracts are dried over magnesium sulfate, filtered and concentrated in vacuo to yield a colorless solid. Recrystallization from isopropyl acetate yields the product of this example, 53.8 g, m.p. 97°-99° C.

Workup

  1. temperaturerefluxed under nitrogen for thirty hours
  2. temperatureThe solution is cooled
  3. extractionextracted with methylene chloride
  4. dry with materialThe organic extracts are dried over magnesium sulfate
  5. filtrationfiltered
  6. concentrationconcentrated in vacuo
  7. customto yield a colorless solid
  8. customRecrystallization from isopropyl acetate
  9. customyields the product of this example, 53.8 g, m.p. 97°-99° C.

Sources & evidence

ORD record
ord-d5ce5698827d4cf2bfcece4bc04c6544
Source dataset
uspto-grants-1986_04
Patent number
US04579857

Reaction notes

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