Ammonia → HCID 69854988, compound

HRID 2268116Notes

Reaction equation

HRID 2268116 reaction equation
C([O:3][C:4](=O)[C:5]([NH:7][C:8]1[CH:13]=[C:12]([CH3:14])[C:11]([O:15][C:16]2[CH:21]=[CH:20][C:19]([OH:22])=[C:18]([C:23](=[O:29])[N:24]([CH:26]([CH3:28])[CH3:27])[CH3:25])[CH:17]=2)=[C:10]([CH3:30])[CH:9]=1)=[O:6])C.S([O-])([O-])(=O)=O.[Mg+2].[NH3:38]>CCO.C(Cl)Cl>[OH:22][C:19]1[CH:20]=[CH:21][C:16]([O:15][C:11]2[C:10]([CH3:30])=[CH:9][C:8]([NH:7][C:5]([C:4]([NH2:38])=[O:3])=[O:6])=[CH:13][C:12]=2[CH3:14])=[CH:17][C:18]=1[C:23](=[O:29])[N:24]([CH:26]([CH3:28])[CH3:27])[CH3:25]

Participants

6

Reactant 3

HCID 222AmmoniaHCID 24083Sulfuric acid magnesium salt (1:1)HCID 53870139HCID 53870139, compound

Product 1

HCID 69854988HCID 69854988, compound

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 6344DichloromethaneSolvent

Procedure

A solution of N-{4-[4-hydroxy-3-(isopropylmethylcarbamoyl)-phenoxy]-3,5-dimethyl-phenyl}-oxamic acid ethyl ester (7.1 mg, 0.017 mmol) in 1 mL of EtOH in the presence of magnesium sulfate (10 mg) at 0° C. was bubbled in NH3 gas for 10 min. The solution was allowed to warm to RT. After stirring at RT for 0.5 h, the solution was diluted with 2 mL of CH2Cl2 and filtered. The filtrate was concentrated to give the title compound as a white solid. MS Calc.: 399.5 Found: 398.4 (M−1).

Workup

  1. filtrationfiltered
  2. concentrationThe filtrate was concentrated

Sources & evidence

ORD record
ord-f7b6a1cd13b64c5fbf3a2f9e3b2afd9b
Source dataset
uspto-grants-2001_12
Patent number
US06326398B1

Reaction notes

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