8-Amino-2-naphthalenol → n-(7-Hydroxynaphthalen-1-yl)formamide

HRID 580438Notes

Reaction equation

HRID 580438 reaction equation
[NH2:1][C:2]1[CH:3]=[CH:4][CH:5]=[C:6]2[C:11]=1[CH:10]=[C:9]([OH:12])[CH:8]=[CH:7]2.[C:13](OC(=O)C)(=[O:15])C.C(O)=O>>[CH:13]([NH:1][C:2]1[CH:3]=[CH:4][CH:5]=[C:6]2[C:11]=1[CH:10]=[C:9]([OH:12])[CH:8]=[CH:7]2)=[O:15]

Participants

3

Reactant 2

HCID 83588-Amino-2-naphthalenolHCID 19869020Acetic anhydride formic acid

Product 1

HCID 244439n-(7-Hydroxynaphthalen-1-yl)formamide

Conditions

Temperature
50 °C

Procedure

Ten grams of 8-amino-2-naphthol were added to a mixture of acetic anhydride/formic acid (40 mL:20 mL). The mixture was warmed at 50° C. for one hour and then quenched on ice. After stirring for some time, the product solidified and was filtered off. Recrystallization from ethanol gave 6 g of 8-formamido-2-naphthol melting at 203°-205° C.

Workup

  1. customquenched on ice
  2. filtrationwas filtered off
  3. customRecrystallization from ethanol

Sources & evidence

ORD record
ord-402682e39859488ca790276b1fbdf26b
Source dataset
uspto-grants-1988_06
Patent number
US04753922

Reaction notes

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