Triethylamine → HCID 23452881, compound

HRID 2049918Notes

Reaction equation

HRID 2049918 reaction equation
[CH3:1][O:2][C:3](=[O:21])[C:4]1[CH:13]=[C:12]([S:14](Cl)(=[O:16])=[O:15])[CH:11]=[C:6]([C:7]([O:9][CH3:10])=[O:8])[C:5]=1[N+:18]([O-:20])=[O:19].[CH3:22][NH:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][CH2:34][CH2:35][CH2:36][CH2:37][CH2:38][CH2:39][CH2:40][CH3:41].C(N(CC)CC)C>O1CCCC1>[CH3:1][O:2][C:3](=[O:21])[C:4]1[CH:13]=[C:12]([S:14](=[O:16])(=[O:15])[N:23]([CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][CH2:34][CH2:35][CH2:36][CH2:37][CH2:38][CH2:39][CH2:40][CH3:41])[CH3:22])[CH:11]=[C:6]([C:7]([O:9][CH3:10])=[O:8])[C:5]=1[N+:18]([O-:20])=[O:19]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 75539N-MethyloctadecylamineHCID 23452878HCID 23452878, compound

Product 1

HCID 23452881HCID 23452881, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Solid dimethyl-2-nitro-5-chlorosulfonylisophthalate (2.78 g.) is added in portions to a stirred solution of 2.5 g. of N-methyloctadecylamine and 1.0 g. of triethylamine in 50 ml. of tetrahydrofuran. After the addition the reaction is stirred at room temperature for 30 min. The precipitated amine hydrochloride is removed by filtration and the filtrate concentrated under reduced pressure. The residue is recrystallized from acetonitrile, giving 2.7 g. of product, m.p. 70°-72° C. Additional material is obtained by concentration of the mother liquor.

Workup

  1. additionAfter the addition the reaction
  2. customThe precipitated amine hydrochloride is removed by filtration
  3. concentrationthe filtrate concentrated under reduced pressure
  4. customThe residue is recrystallized from acetonitrile
  5. customgiving 2.7 g
  6. customAdditional material is obtained by concentration of the mother liquor

Sources & evidence

ORD record
ord-d7f6ac99e2614d14bb1555b90c334f28
Source dataset
uspto-grants-1980_04
Patent number
US04199354

Reaction notes

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