Dichloromethane → HCID 24710657, compound

HRID 1991429Notes

Reaction equation

HRID 1991429 reaction equation
[NH2:1][C:2]1[CH:3]=[C:4]([CH:7]=[CH:8][CH:9]=1)[C:5]#[N:6].Cl[CH2:11][CH2:12][CH2:13][C:14](Cl)=[O:15].C1CCN2C(=NCCC2)CC1.C(Cl)Cl>CN(C=O)C.CCN(C(C)C)C(C)C>[O:15]=[C:14]1[CH2:13][CH2:12][CH2:11][N:1]1[C:2]1[CH:3]=[C:4]([CH:7]=[CH:8][CH:9]=1)[C:5]#[N:6]

Participants

7

Reactant 4

HCID 6344DichloromethaneHCID 167023-AminobenzonitrileHCID 783704-Chlorobutyryl chlorideHCID 811841,8-Diazabicyclo(5.4.0)undec-7-ene

Product 1

HCID 24710657HCID 24710657, compound

Reagents, catalysts & solvents 2

HCID 6228DimethylformamideSolventHCID 81531DiisopropylethylamineSolvent

Conditions

Temperature
0 °C

Procedure

g of 3-Aminobenzonitril were dissolved in 20 ml DMF and 4.4 ml of DIPEA. The reaction mixture was cooled to 0° C. and 2 ml of 4-chloro-butyryl chloride added. The reaction mixture was stirred at rt for 1 h. 5 ml of DBU were added and the reaction mixture stirred at rt overnight. DCM was added and the organic phase washed with 1N HCL and water. The organic layer was separated, dried over Na2SO4 and evaporated. MS(ISO): 187.2 (MH+)

Workup

  1. stirringthe reaction mixture stirred at rt overnight
  2. washthe organic phase washed with 1N HCL and water
  3. customThe organic layer was separated
  4. dry with materialdried over Na2SO4
  5. customevaporated

Sources & evidence

ORD record
ord-fce5dfed01194a09b41d35c0e2c704ee
Source dataset
uspto-grants-2010_01
Patent number
US07645776B2

Reaction notes

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