Diisobutylamine → HCID 10730685, compound

HRID 1427175Notes

Reaction equation

HRID 1427175 reaction equation
C([NH:5]CC(C)C)C(C)C.C(N(CC)CC)C.[CH3:17][C:18]1[CH:31]=[C:30]2[C:21]([S:22][C:23]3[CH:24]=[C:25]([C:33](Cl)=[O:34])[CH:26]=[CH:27][C:28]=3[C:29]2=[O:32])=[CH:20][CH:19]=1>C(Cl)Cl.O>[CH3:17][C:18]1[CH:31]=[C:30]2[C:21]([S:22][C:23]3[CH:24]=[C:25]([C:33]([NH2:5])=[O:34])[CH:26]=[CH:27][C:28]=3[C:29]2=[O:32])=[CH:20][CH:19]=1

Participants

6

Reactant 3

HCID 8085DiisobutylamineHCID 8471TriethylamineHCID 108509407-methyl-9-oxo-thioxanthene-3-carbonyl Chloride

Product 1

HCID 10730685HCID 10730685, compoundYield 77.4%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6344DichloromethaneSolvent2×

Procedure

A solution of 5.0 g (38.8 mmoles) of diisobutyl amine and 5.0 g (49.5 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). 5.4 g (54.7%) of a yellow solid with the following spectral properties are obtained:

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-3ed28a9eed534eabac0a700030f31fbc
Source dataset
uspto-grants-2015_01
Patent number
US08933142B2

Reaction notes

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