Triethylamine → HCID 19894997, compound

HRID 892353Notes

Reaction equation

HRID 892353 reaction equation
[OH:1][CH2:2][CH2:3][O:4][C:5]1[CH:11]=[C:10]([N+:12]([O-:14])=[O:13])[CH:9]=[CH:8][C:6]=1[NH2:7].C(N(CC)CC)C.[CH3:22][S:23](Cl)(=[O:25])=[O:24]>ClCCl>[S:23]([O:1][CH2:2][CH2:3][O:4][C:5]1[CH:11]=[C:10]([N+:12]([O-:14])=[O:13])[CH:9]=[CH:8][C:6]=1[NH2:7])([CH3:22])(=[O:25])=[O:24]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 31297Methanesulfonyl chlorideHCID 125379162-(2-Amino-5-nitrophenoxy)ethan-1-ol

Product 1

HCID 19894997HCID 19894997, compoundYield 58%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

To a stirred suspension of 2 (42 g) and triethylamine (30.4 g) in dichloromethane (400 ml) in an ice bath was added dropwise a solution of methanesulfonyl chloride (25.2 g) in dichloromethane (100 ml). The mixture was stirred for 30 min. and the precipitate was collected by filtration and recrystallized from ethyl acetate to give 33.77 g (58%) of 3: mp 132°-135° C.; MS m/e 276 (M+).

Workup

  1. filtrationthe precipitate was collected by filtration
  2. customrecrystallized from ethyl acetate

Sources & evidence

ORD record
ord-0072298c4ffd4523a435578ef8e5898f
Source dataset
uspto-grants-1992_06
Patent number
US05118323

Reaction notes

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