Ammonia → HCID 70569239, compound

HRID 1277362Notes

Reaction equation

HRID 1277362 reaction equation
I.CS[C:4]1[CH2:5][CH2:6][C:7]2([CH:13]([C:14]3[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=3)[CH:12]3[CH2:20][CH:9]2[CH2:10][CH2:11]3)[N:8]=1.[NH3:21].[C:22]([OH:29])(=[O:28])/[CH:23]=[CH:24]/[C:25]([OH:27])=[O:26]>CO.O>[C:22]([OH:29])(=[O:28])/[CH:23]=[CH:24]/[C:25]([OH:27])=[O:26].[NH2:21][C:4]1[CH2:5][CH2:6][C:7]2([CH:13]([C:14]3[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=3)[CH:12]3[CH2:20][CH:9]2[CH2:10][CH2:11]3)[N:8]=1

Participants

5

Reactant 3

HCID 222AmmoniaHCID 444972Fumaric AcidHCID 86737838HCID 86737838, compound

Product 1

HCID 70569239HCID 70569239, compound

Reagents, catalysts & solvents 1

HCID 22242641Methanol--water (1/1)Solvent

Procedure

50 mmoles of 5'-methylthio-3-phenyl-spiro[bicyclo[2.2.1]-heptane-2,2'-5-pyrroline] hydriodide are treated with 250 ml of aqueous ammonia at 70° C. andunder a nitrogen pressure of 80 bars for 24 hours. After stripping off the solvent, an oil which slowly solidifies is obtained. After conversion intothe addition salt of fumaric acid, colorless crystals of melting point 242° C. (from methanol/water 1:1) are obtained.

Workup

  1. customan oil which slowly solidifies is obtained
  2. customare obtained

Sources & evidence

ORD record
ord-73d7d22800fc4cfc9f9a570f248b3895
Source dataset
uspto-grants-1981_07
Patent number
US04277470

Reaction notes

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