N-methylhydroxylamine hydrochloride → HCID 19004271, compound

HRID 2225853Notes

Reaction equation

HRID 2225853 reaction equation
[CH:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][C:2]=1[O:11][CH2:12][CH2:13][O:14][C:15]1[CH:20]=[CH:19][C:18]([C:21](=[O:25])[C:22](Cl)=[O:23])=[CH:17][CH:16]=1.C1C2C(=CC=CC=2)C=CC=1OCCOC1C=CC(C(=O)C(O)=O)=CC=1.Cl.[CH3:52][NH:53][OH:54]>ClCCl.N1C=CC=CC=1.O>[OH:54][N:53]([CH3:52])[C:22](=[O:23])[C:21](=[O:25])[C:18]1[CH:19]=[CH:20][C:15]([O:14][CH2:13][CH2:12][O:11][C:2]2[CH:3]=[CH:4][C:5]3[C:10](=[CH:9][CH:8]=[CH:7][CH:6]=3)[CH:1]=2)=[CH:16][CH:17]=1

Participants

7

Reactant 3

HCID 77906N-methylhydroxylamine hydrochlorideHCID 19004267HCID 19004267, compoundHCID 19004394HCID 19004394, compound

Product 1

HCID 19004271HCID 19004271, compound

Reagents, catalysts & solvents 3

HCID 962WaterSolventHCID 1049PyridineSolventHCID 6344DichloromethaneSolvent

Procedure

A solution of 4-[2-(2-naphthalenyloxy)ethoxy]-alpha-oxobenzeneacetyl chloride, derived from 4-[2-(2-naphthalenyloxy)ethoxy]-alpha-oxobenzeneacetic acid (0.312 g) in the previously described manner (Example 6), in dichloromethane was treated with a solution of N-methylhydroxylamine hydrochloride (0.094 g) in pyridine (1.5 mL). After the reaction solution was stirred at room temperature for 18 hours, it was concentated in vacuo and then diluted with water. The resulting fine yellow precipitate was filtered off, dried and crystallized from methanol-water to afford 0.129 g of N-hydroxy-N-methyl-4-[2-(2-naphthalenyloxy)ethoxy]-alpha-oxobenzeneacetamide, mp 161°-165° C.

Workup

  1. filtrationThe resulting fine yellow precipitate was filtered off
  2. customdried
  3. customcrystallized from methanol-water

Sources & evidence

ORD record
ord-b78eb82d4324418585a94c89a4df28bf
Source dataset
uspto-grants-1994_09
Patent number
US05344843

Reaction notes

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