Triethylamine → HCID 69083974, compound

HRID 1427176Notes

Reaction equation

HRID 1427176 reaction equation
[CH3:1][N:2]1[CH2:7][CH2:6][NH:5][CH2:4][CH2:3]1.C([N:10](CC)CC)C.[CH3:15][C:16]1[CH:29]=[C:28]2[C:19]([S:20][C:21]3[CH:22]=[C:23]([C:31](Cl)=[O:32])[CH:24]=[CH:25][C:26]=3[C:27]2=[O:30])=[CH:18][CH:17]=1>C(Cl)Cl.O>[CH3:1][N:2]1[CH2:7][CH2:6][N:5]([C:25]2[C:26]3[C:27](=[O:30])[C:28]4[C:19](=[CH:18][CH:17]=[C:16]([CH3:15])[CH:29]=4)[S:20][C:21]=3[CH:22]=[C:23]([C:31]([NH2:10])=[O:32])[CH:24]=2)[CH2:4][CH2:3]1

Participants

6

Reactant 3

HCID 8471TriethylamineHCID 531671-MethylpiperazineHCID 108509407-methyl-9-oxo-thioxanthene-3-carbonyl Chloride

Product 1

HCID 69083974HCID 69083974, compoundYield 50.8%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6344DichloromethaneSolvent2×

Procedure

A solution of 3.0 g (31 mmoles) of 4-methyl piperazine and 3.1 g (31 mmoles) of triethyl amine in 40 cc of CH2Cl2 is poured drop by drop in the CH2Cl2 solution containing 7.47 g (25.9 mmoles) of 7-methyl-9-oxo-thioxanthene-3-carbonyl chloride. After approximately 1 hour at room temperature under stirring, the mixture is poured in water, the organic phase is separated and washed again with water. The organic phase is then separated, dehydrated and dried after purification on a flash column (SiO2— eluent: CH2Cl2:AcOEt 9:1) obtaining 4.63 g (50.8%) of a yellow solid, with the following spectral properties:

Workup

  1. customthe organic phase is separated
  2. washwashed again with water
  3. customThe organic phase is then separated
  4. customdried
  5. customafter purification on a flash column (SiO2— eluent: CH2Cl2:AcOEt 9:1)

Sources & evidence

ORD record
ord-b48ab7588d82459e97a64f9012f22772
Source dataset
uspto-grants-2015_01
Patent number
US08933142B2

Reaction notes

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