Ammonia → HCID 70074676, compound

HRID 1490118Notes

Reaction equation

HRID 1490118 reaction equation
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([N:8]2[CH2:12][CH2:11][N:10]([C:13]3[CH:18]=[CH:17][C:16]([CH2:19][CH2:20][C:21]([OH:23])=O)=[CH:15][CH:14]=3)[C:9]2=[O:24])=[CH:4][CH:3]=1.[NH3:25]>O1CCCC1.CN(C)C=O>[NH2:25][C:21]([CH2:20][CH2:19][C:16]1[CH:15]=[CH:14][C:13]([N:10]2[CH2:11][CH2:12][N:8]([C:5]3[CH:4]=[CH:3][C:2]([Br:1])=[CH:7][CH:6]=3)[C:9]2=[O:24])=[CH:18][CH:17]=1)=[O:23]

Participants

5

Reactant 2

HCID 222AmmoniaHCID 70078117HCID 70078117, compound

Product 1

HCID 70074676HCID 70074676, compound

Reagents, catalysts & solvents 2

HCID 6228DimethylformamideSolventHCID 8028TetrahydrofuranSolvent

Conditions

Temperature
80 °C

Procedure

9.2 g of 3-(4-bromophenyl)-1-[4-(2-carboxyethyl)phenyl]-imidazolidin-2-one are mixed with 3.8 g of N,N'-carbonyldiimidazole in a mixture of 50 ml of tetrahydrofuran and 25 ml of dimethylformamide and the resulting mixture is stirred for 2.5 hours at 80° C. After cooling, it is poured onto a mixture of 20 ml of concentrated aqueous ammonia and 100 g of ice and stirred for 15 minutes. The product is suction filtered and dried.

Workup

  1. temperatureAfter cooling
  2. stirringstirred for 15 minutes
  3. filtrationfiltered
  4. customdried

Sources & evidence

ORD record
ord-a0d3ee3b4da247b38e872d036fa4255e
Source dataset
uspto-grants-1997_10
Patent number
US05681841

Reaction notes

Loading…