Ammonia → HCID 53986334, compound

HRID 398804Notes

Reaction equation

HRID 398804 reaction equation
[NH3:1].[Cl:2][C:3]1[CH:8]=[CH:7][C:6]([N:9]2[C:13](=[O:14])[C:12]3[CH2:15][CH2:16][CH2:17][CH2:18][C:11]=3[C:10]2=[O:19])=[CH:5][C:4]=1[CH:20]=[C:21]([Cl:27])[C:22]([O:24][CH2:25][CH3:26])=[O:23]>C(#N)C>[Cl:2][C:3]1[CH:8]=[CH:7][C:6]([NH:9][C:10](=[O:19])[C:11]2[CH2:18][CH2:17][CH2:16][CH2:15][C:12]=2[C:13]([NH2:1])=[O:14])=[CH:5][C:4]=1[CH:20]=[C:21]([Cl:27])[C:22]([O:24][CH2:25][CH3:26])=[O:23]

Participants

4

Reactant 2

HCID 222AmmoniaHCID 3525006Ethyl 2-chloro-3-(2-chloro-5-(1,3-dioxo-1,3,4,5,6,7-hexahydro-2H-isoindol-2-yl)phenyl)-2-propenoate

Product 1

HCID 53986334HCID 53986334, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

Ammonia gas was passed into a solution of 5.9 g of N-[4-chloro-3-(2-chloro-2-ethoxycarbonylethenyl)-phenyl]-3,4,5,6-tetrahydrophthalimide in 150 ml of acetonitrile until saturation was reached. The reaction mixture obtained was then stirred for a further 19 hours at 20°-25° C., after which the solid formed was separated off and then washed with petroleum ether. Mp.: 185°-186° C.

Workup

  1. customThe reaction mixture obtained
  2. customafter which the solid formed
  3. customwas separated off
  4. washwashed with petroleum ether

Sources & evidence

ORD record
ord-18a9c018956e4bc493d4230da42790e8
Source dataset
uspto-grants-1998_10
Patent number
US05817603

Reaction notes

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