5-Nitrosalicylaldehyde → HCID 136360551, compound

HRID 434191Notes

Reaction equation

HRID 434191 reaction equation
[NH2:1][C@H:2]([CH3:17])[C:3]([C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1)([C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1)[OH:4].[OH:18][C:19]1[CH:26]=[CH:25][C:24]([N+:27]([O-:29])=[O:28])=[CH:23][C:20]=1[CH:21]=O>CO>[N+:27]([C:24]1[CH:23]=[C:20]([CH:21]=[N:1][C@H:2]([CH3:17])[C:3]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)([C:5]2[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=2)[OH:4])[C:19]([OH:18])=[CH:26][CH:25]=1)([O-:29])=[O:28]

Participants

4

Reactant 2

HCID 668085-NitrosalicylaldehydeHCID 681927(R)-2-Amino-1,2-diphenyl-1-propanol

Product 1

HCID 136360551HCID 136360551, compoundYield 97.3%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
80 °C

Procedure

2.0 g of (R)-2-amino-1,1-diphenyl-1-propanol, 1.47 g of 2-hydroxy-5-nitrobenzaldehyde and 30 ml of methanol were mixed, and the mixture was stirred at 80° C. for 1 hour. Thereafter, the mixture was cooled to 20° C. and the deposited crystals were collected by filtration. The collected crystals were washed with methanol and dried to give 3.22 g of (R)-N-(5-nitrosalicylidene)-2-amino-1,1-diphenyl-1-propanol. Yield 97.2%

Workup

  1. temperatureThereafter, the mixture was cooled to 20° C.
  2. filtrationthe deposited crystals were collected by filtration
  3. washThe collected crystals were washed with methanol
  4. customdried

Sources & evidence

ORD record
ord-fdcc0ed9181347439cc52f79d38d3c43
Source dataset
uspto-grants-2003_12
Patent number
US06670500B2

Reaction notes

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