Chloroacetyl chloride → 2-chloro-N-(7-hydroxynaphthalen-1-yl)acetamide

HRID 1284452Notes

Reaction equation

HRID 1284452 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.[Cl:13][CH2:14][C:15](Cl)=[O:16].C([O-])(=O)C.[Na+]>C(O)(=O)C>[Cl:13][CH2:14][C:15]([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:16]

Participants

5

Reactant 3

HCID 6577Chloroacetyl chlorideHCID 83588-Amino-2-naphthalenolHCID 517045Sodium Acetate

Product 1

HCID 186212152-chloro-N-(7-hydroxynaphthalen-1-yl)acetamide

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

The coupling component used in this Example was prepared by chloroacetylating 8-amino-2-naphthol in glacial acetic acid with chloroacetic acid chloride by using sodium acetate as an acid binding agent, to obtain 8-chloroacetylamino-2-naphthol, dissolving isolated 8-chloroacetylamino-2-naphthol in acetone, and then blowing gaseous trimethylamine into the solution.

Workup

  1. customwas prepared

Sources & evidence

ORD record
ord-2490213c38614e2394eb03985afd7015
Source dataset
uspto-grants-1986_01
Patent number
US04563409

Reaction notes

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