Triethylamine → HCID 23154543, compound

HRID 1726875Notes

Reaction equation

HRID 1726875 reaction equation
[I:1][C:2]1[CH:8]=[CH:7][C:5]([NH2:6])=[CH:4][CH:3]=1.CCN(CC)CC.[N:16]1([S:22](Cl)(=[O:24])=[O:23])[CH2:21][CH2:20][O:19][CH2:18][CH2:17]1>C(#N)C>[I:1][C:2]1[CH:8]=[CH:7][C:5]([NH:6][S:22]([N:16]2[CH2:21][CH2:20][O:19][CH2:18][CH2:17]2)(=[O:24])=[O:23])=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 108934-IodoanilineHCID 12798265Morpholine-4-sulfonyl chloride

Product 1

HCID 23154543HCID 23154543, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

To a solution of 10 g of 4-iodoaniline (45.6 mmol) in 200 ml of acetonitrile there are added 6.41 ml of Et3N (45.6 mmol) and 8.47 g of morpholine-4-sulphonyl chloride (45.6 mmol). The reaction mixture is stirred for 16 hours at ambient temperature. The acetonitrile is evaporated off in vacuo, and the residue is taken up in 1N HCl and extracted with CH2Cl2. The organic phases are combined, washed with brine, dried (MgSO4) and treated with animal charcoal to yield the title product.

Workup

  1. customThe acetonitrile is evaporated off in vacuo
  2. extractionextracted with CH2Cl2
  3. washwashed with brine
  4. dry with materialdried (MgSO4)
  5. additiontreated with animal charcoal

Sources & evidence

ORD record
ord-cde93ebf7c61428598e2c858ba8f98fa
Source dataset
uspto-grants-2009_02
Patent number
US07494995B2

Reaction notes

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