Diethanolamine → HCID 13850775, compound

HRID 1382205Notes

Reaction equation

HRID 1382205 reaction equation
[N+:1]([C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[S:10]Cl)([O-:3])=[O:2].[OH:12][CH2:13][CH2:14][NH:15][CH2:16][CH2:17][OH:18].C(N(CC)CC)C>C(Cl)Cl>[N+:1]([C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[S:10][N:15]([CH2:16][CH2:17][OH:18])[CH2:14][CH2:13][OH:12])([O-:3])=[O:2]

Participants

5

Reactant 3

HCID 8113DiethanolamineHCID 8471TriethylamineHCID 243192-Nitrobenzenesulfenyl chloride

Product 1

HCID 13850775HCID 13850775, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

A solution of 379 g (2 mol) of 2-nitrophenylsulphenyl chloride in 2 l of methylene chloride is added to a solution of 210 g (2 mol) of bis(2-hydroxyethyl)amine and 202 g (2 mol) of triethylamine in 3 l of methylene chloride in the course of 90 minutes, the temperature rising from 21° to 34°. The mixture is subsequently stirred at room temperature for 2 hours and is left to stand overnight and the solution is washed six times with 1 l of water each time, dried with sodium sulphate and concentrated in vacuo. The residue is an orange-yellow solid product of melting point 82°-86°, which is sufficiently pure for further reaction. Yield: 499 g.

Workup

  1. customrising from 21° to 34°
  2. waitis left
  3. waitto stand overnight
  4. washthe solution is washed six times with 1 l of water each time
  5. dry with materialdried with sodium sulphate
  6. concentrationconcentrated in vacuo
  7. customis sufficiently pure for further reaction

Sources & evidence

ORD record
ord-07e49fdbffe24e31812ec43891508cbe
Source dataset
uspto-grants-1989_02
Patent number
US04806539

Reaction notes

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