Sodium Hydroxide → HCID 66978274, compound

HRID 1846507Notes

Reaction equation

HRID 1846507 reaction equation
[NH2:1][C:2]1[CH:3]=[C:4]([OH:10])[CH:5]=[C:6]([CH3:9])[C:7]=1[NH2:8].[C:11](OC)(OC)(OC)[O:12][CH3:13].[OH-].[Na+]>C(O)(=O)C>[CH3:11][O:12][C:13]1[NH:1][C:2]2[CH:3]=[C:4]([OH:10])[CH:5]=[C:6]([CH3:9])[C:7]=2[N:8]=1

Participants

5

Reactant 3

HCID 14798Sodium HydroxideHCID 74613Tetramethyl orthocarbonateHCID 199076443,4-Diamino-5-methylphenol

Product 1

HCID 66978274HCID 66978274, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

0.60 g (4.34 mmol) 3,4-diamino-5-methylphenol were placed in 2 mL acetic acid. 4.0 mL (0.03 mol) tetramethyl orthocarbonate were added and the mixture was stirred for 4 h at RT. The reaction mixture was purified by chromatography. The fractions containing product were combined and evaporated down i.vac. to leave the aqueous residue. This was neutralised with a 1M aqueous NaOH solution and extracted with ethyl acetate. The organic phase was dried and evaporated down i.vac.

Workup

  1. customThe reaction mixture was purified by chromatography
  2. additionThe fractions containing product
  3. customevaporated down i.vac
  4. customto leave the aqueous residue
  5. extractionextracted with ethyl acetate
  6. customThe organic phase was dried
  7. customevaporated down i.vac

Sources & evidence

ORD record
ord-7d8b6a3888cc46488a568d584abd1bd6
Source dataset
uspto-grants-2015_02
Patent number
US08952014B2

Reaction notes

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