Triethylamine → HCID 9950992, compound

HRID 1385373Notes

Reaction equation

HRID 1385373 reaction equation
[O:1]([C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=1C(O)=O)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C1(P(N=[N+]=[N-])(C2C=CC=CC=2)=[O:24])C=CC=CC=1.C([N:36]([CH2:39]C)CC)C.[NH2:41][C:42]1[CH:47]=[CH:46][C:45]([N+:48]([O-:50])=[O:49])=[CH:44][C:43]=1[OH:51]>CN(C=O)C.CO.CCCCCC>[OH:51][C:43]1[CH:44]=[C:45]([N+:48]([O-:50])=[O:49])[CH:46]=[CH:47][C:42]=1[NH:41][C:39]([NH:36][C:9]1[CH:10]=[CH:11][CH:12]=[CH:13][C:8]=1[O:1][C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1)=[O:24]

Participants

8

Reactant 4

HCID 8471TriethylamineHCID 752372-Phenoxybenzoic acidHCID 199401P,P-Diphenylphosphinic azideHCID 49847212-Amino-5-Nitrophenol

Product 1

HCID 9950992HCID 9950992, compound

Reagents, catalysts & solvents 3

HCID 887MethanolSolventHCID 6228DimethylformamideSolventHCID 8058HexaneSolvent

Conditions

Temperature
80 °C

Procedure

The urea was synthesized by the treatment of 2-phenoxyphenyl carboxylic acid(2 mmol,) with diphenyl phosphoryl azide (0.475 mL) and triethyl amine (14 mL) in DMF at 80° C. after 24 hours the 2-amino 5-nitro phenol (I equiv.) was added. The reaction was heated for 24 hours at 80° C. The reaction product was oiled out with hexane. The residue was dissolved in methanol and the solid was precipitated out with water.(180 mg, 24%) EI-MS m/z 364 (M−H)−

Workup

  1. additionwas added
  2. customthe solid was precipitated out with water

Sources & evidence

ORD record
ord-b0037019f79b4c8e8dc493c8c6d0b0d8
Source dataset
uspto-grants-2001_07
Patent number
US06262113B1

Reaction notes

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