Acetonitrile → HCID 20134233, compound

HRID 1906951Notes

Reaction equation

HRID 1906951 reaction equation
[CH2:1]([O:8][C:9]1[CH:14]=[CH:13][C:12]([C:15](=[O:18])[CH2:16]Br)=[CH:11][C:10]=1[NH:19][C:20]([NH2:22])=[O:21])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH2:23]([NH:30][CH:31]([CH3:43])[CH2:32][C:33]1[CH:38]=[CH:37][C:36]([C:39]([O:41][CH3:42])=[O:40])=[CH:35][CH:34]=1)[C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1.C(#N)C>CCOCC>[CH2:23]([N:30]([CH:31]([CH3:43])[CH2:32][C:33]1[CH:34]=[CH:35][C:36]([C:39]([O:41][CH3:42])=[O:40])=[CH:37][CH:38]=1)[CH2:16][C:15]([C:12]1[CH:13]=[CH:14][C:9]([O:8][CH2:1][C:2]2[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=2)=[C:10]([NH:19][C:20]([NH2:22])=[O:21])[CH:11]=1)=[O:18])[C:24]1[CH:25]=[CH:26][CH:27]=[CH:28][CH:29]=1

Participants

5

Reactant 3

HCID 6342AcetonitrileHCID 19974252HCID 19974252, compoundHCID 20029860HCID 20029860, compound

Product 1

HCID 20134233HCID 20134233, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

1-(4-Benzyloxy-3-ureidophenyl)-2-bromoethanone (3.1 g) and N-benzyl-(2-[4-carbomethoxyphenyl]-1-methylethanamine) (4.85 g) were heated in refluxing acetonitrile (50 ml) for 2 hours. The solution was diluted with an equal volume of ether, filtered and the filtrate diluted further with ether (200 ml). The solution was washed with water, dried and evaporated to give the title compound, mp 140°-145° (ethyl acetate). τ(CDCl3) 9.00 (3H, d, J=6Hz), 6.70-7.60 (3H, m), 6.0-6.4 (4H, m), 6.20 (3H, s), 4.90 (2H, s), 6.32 (2H, b), 2.1-3.3 (17H, m), 1.20 (1H, d, J=2Hz).

Workup

  1. filtrationfiltered
  2. additionthe filtrate diluted further with ether (200 ml)
  3. washThe solution was washed with water
  4. customdried
  5. customevaporated

Sources & evidence

ORD record
ord-a939b178d96c44028b208710c1bebe3b
Source dataset
uspto-grants-1987_03
Patent number
US04654371

Reaction notes

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