HCID 15116206, compound → HCID 67753130, compound

HRID 581031Notes

Reaction equation

HRID 581031 reaction equation
[CH3:1][C:2]1([CH3:22])[O:7][C:6]2[CH:8]=[C:9]([N+:13]([O-])=O)[C:10]([NH2:12])=[CH:11][C:5]=2[CH:4]([N:16]([CH2:19][CH3:20])[CH2:17][CH3:18])[CH:3]1[OH:21]>C(O)C.[C].[Pd]>[CH3:22][C:2]1([CH3:1])[O:7][C:6]2[CH:8]=[C:9]([NH2:13])[C:10]([NH2:12])=[CH:11][C:5]=2[CH:4]([N:16]([CH2:19][CH3:20])[CH2:17][CH3:18])[CH:3]1[OH:21]

Participants

4

Reactant 1

HCID 15116206HCID 15116206, compound

Product 1

HCID 67753130HCID 67753130, compoundYield 83%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 702EthanolSolvent

Procedure

0.20 g (0.65 mmol) of 3,4-dihydro-2,2-dimethyl-3-hydroxy-4-diethylamino-6-amino-7-nitro-2H-benzo[b]pyran were dissolved in 34.9 g of ethanol and hydroge gas blown in in the presence of 0.15 g of 5% palladium-carbon, as a catalyst, for at room temperture for 2.5 hours under one atmospheric pressure while stirring. The reaction liquid was filtered under suction to remove the catalyst therefrom, and the solvent was distilledoff to obtain 0.15 g (yield: 83%) of 3,4-dihydro-2,2-dimethyl-3-hydroxy-4-diethylamino-6,7-diamino-2H-benzo[b]-pyran as a dark brown oil.

Workup

  1. customThe reaction liquid
  2. filtrationwas filtered under suction
  3. customto remove the catalyst

Sources & evidence

ORD record
ord-7cb61bba24ea4f669d44e873efce87b3
Source dataset
uspto-grants-1999_07
Patent number
US05919806

Reaction notes

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