Dimethyl Sulfoxide → HCID 10421444, compound

HRID 1793264Notes

Reaction equation

HRID 1793264 reaction equation
CS(C)=O.C(N(CC)CC)C.Cl.Cl.[NH2:14][CH2:15][CH2:16][C:17]1[N:21]=[CH:20][NH:19][CH:18]=1.F[C:23]1[CH:28]=[CH:27][C:26]([N+:29]([O-:31])=[O:30])=[CH:25][CH:24]=1>O>[N+:29]([C:26]1[CH:27]=[CH:28][C:23]([NH:14][CH2:15][CH2:16][C:17]2[NH:21][CH:20]=[N:19][CH:18]=2)=[CH:24][CH:25]=1)([O-:31])=[O:30]

Participants

6

Reactant 4

HCID 679Dimethyl SulfoxideHCID 8471TriethylamineHCID 9590p-FluoronitrobenzeneHCID 178478691HCID 178478691, compound

Product 1

HCID 10421444HCID 10421444, compoundYield 89.6%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
80 °C

Procedure

100 ml of DMSO were introduced into a 500 ml three-necked flask and treated with 30.9 g of triethylamine, 18.4 g of histamine dihydrochloride and 14.4 g of 1-fluoro-4-nitrobenzene. The mixture was stirred at 80° C. for 10 h, treated with 20 ml of water and stirred at 80° C. for a further 3 h. Following this, the mixture was allowed to cool to room temperature and poured onto 1 l of ice. The resulting precipitate was filtered off with suction and dried in vacuo at 50° C., 20.8 g of crude product being obtained.

Workup

  1. stirringstirred at 80° C. for a further 3 h
  2. temperatureto cool to room temperature
  3. filtrationThe resulting precipitate was filtered off with suction
  4. customdried in vacuo at 50° C.

Sources & evidence

ORD record
ord-ef2f3557d9a44dbeaeb9c3c384b3664e
Source dataset
uspto-grants-2006_07
Patent number
US07081140B2

Reaction notes

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