Triethanolamine → HCID 131736788, compound

HRID 1486469Notes

Reaction equation

HRID 1486469 reaction equation
[N:1](CCO)(CCO)[CH2:2][CH2:3]O.S(Cl)([Cl:13])=O>ClC(Cl)C>[ClH:13].[Cl:13][CH2:3][CH2:2][NH2:1].[Cl:13][CH2:3][CH2:2][NH2:1].[Cl:13][CH2:3][CH2:2][NH2:1]

Participants

4

Reactant 2

HCID 7618TriethanolamineHCID 24386Thionyl Chloride

Product 1

HCID 131736788HCID 131736788, compound

Reagents, catalysts & solvents 1

HCID 63651,1-DichloroethaneSolvent

Procedure

Into a 1 L flask, equipped with a refluxing condenser, is added 29.8 g (0.20 mole) of triethanolamine, 300 mL of dichloroethane, then 51.0 mL of thionyl chloride. The mixture is heated to reflux for 4 hrs. The reaction is quenched by adding 20 mL of methanol. Removal of solvent gives a white crystalline mass of tris(2-chloroethylamine) hydrochloride in quantitative yield.

Workup

  1. customInto a 1 L flask, equipped with a refluxing condenser
  2. temperatureThe mixture is heated
  3. temperatureto reflux for 4 hrs
  4. customThe reaction is quenched
  5. additionby adding 20 mL of methanol
  6. customRemoval of solvent

Sources & evidence

ORD record
ord-49554ec3b3534ef5b0ec151d8b9a2532
Source dataset
uspto-grants-2016_08
Patent number
US09428451B2

Reaction notes

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