Serinol → HCID 21844896, compound

HRID 618941Notes

Reaction equation

HRID 618941 reaction equation
[N+:1]([C:4]1[CH:5]=[C:6]([NH:14][C:15]([C:17]2[CH:22]=[C:21]([C:23](OC)=[O:24])[CH:20]=[C:19]([N+:27]([O-:29])=[O:28])[CH:18]=2)=[O:16])[CH:7]=[C:8]([C:10](OC)=[O:11])[CH:9]=1)([O-:3])=[O:2].[NH2:30][CH:31]([CH2:34][OH:35])[CH2:32][OH:33]>>[N+:1]([C:4]1[CH:5]=[C:6]([NH:14][C:15]([C:17]2[CH:22]=[C:21]([C:23]([NH:30][CH:31]([CH2:34][OH:35])[CH2:32][OH:33])=[O:24])[CH:20]=[C:19]([N+:27]([O-:29])=[O:28])[CH:18]=2)=[O:16])[CH:7]=[C:8]([C:10]([NH:30][CH:31]([CH2:34][OH:35])[CH2:32][OH:33])=[O:11])[CH:9]=1)([O-:3])=[O:2]

Participants

3

Reactant 2

HCID 68294SerinolHCID 21844925HCID 21844925, compound

Product 1

HCID 21844896HCID 21844896, compound

Conditions

Temperature
95 °C

Procedure

3-Nitro-5-methoxycarbonylphenylaminocarbonyl-(3'-nitro-5'-methoxycarbonylbenzene) (0.40 g, 1.0 mmol) and serinol (0.23 g, 2.5 mmol) were mixed and heated to 95° C. After 30 min, the pressure was reduced to 200 mm Hg and heating was continued for 3 h. The reaction mixture was purified by preparative HPLC. Yield: 0.27 g (52%).

Workup

  1. temperatureheating
  2. waitwas continued for 3 h
  3. customThe reaction mixture was purified by preparative HPLC

Sources & evidence

ORD record
ord-82d03f2fb5884df8abec15aa2c7ddbf7
Source dataset
uspto-grants-1999_09
Patent number
US05958375

Reaction notes

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