Methanol → HCID 13228118, compound

HRID 1605003Notes

Reaction equation

HRID 1605003 reaction equation
C([O:3][C:4]([CH:6]1[N:10]2[C:11](=[S:21])[N:12]([C:15]3[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=3)[C:13](=[O:14])[CH:9]2[CH2:8][CH2:7]1)=[O:5])C.CO.[OH-].[Na+]>O>[C:15]1([N:12]2[C:13](=[O:14])[CH:9]3[CH2:8][CH2:7][CH:6]([C:4]([OH:5])=[O:3])[N:10]3[C:11]2=[S:21])[CH:16]=[CH:17][CH:18]=[CH:19][CH:20]=1

Participants

5

Reactant 3

HCID 887MethanolHCID 14798Sodium HydroxideHCID 86733204HCID 86733204, compound

Product 1

HCID 13228118HCID 13228118, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To a solution of 1.5 g. of 2-phenyl-5,6,7,7a-tetra-hydro-1-oxo-3-thioxo-1H-pyrrolo[1,2-c]imidazole-5-carboxylic acid ethyl ester in 10 ml. of methanol, 5 ml. of 1 N sodium hydroxide in 10 ml. of water is added. The mixture is allowed to stand for 3 hours at room temperaure, then methanol is evaporated in vacuo. The residual solution is extracted with diethyl ether, then acidified and concentrated to a small volume. After standing overnight, 0.7 g. of the titular product crystallizes out, m.p. 230°C. (methanol).

Workup

  1. custommethanol is evaporated in vacuo
  2. extractionThe residual solution is extracted with diethyl ether
  3. concentrationconcentrated to a small volume
  4. waitAfter standing overnight
  5. customof the titular product crystallizes out

Sources & evidence

ORD record
ord-83b76a453e0d47b1918493533699e717
Source dataset
uspto-grants-1976_04
Patent number
US03948933

Reaction notes

Loading…