Dichloromethane → HCID 117690328, compound

HRID 2207337Notes

Reaction equation

HRID 2207337 reaction equation
I.[Cl:2][C:3]1[N:4]([NH:8][CH2:9][C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)[CH2:5][CH2:6][N:7]=1.[OH-].[Na+].C(Cl)Cl>O>[Cl:2][C:3]1[N:4]([NH:8][CH2:9][C:10]2[CH:11]=[CH:12][CH:13]=[CH:14][CH:15]=2)[CH2:5][CH2:6][N:7]=1

Participants

5

Reactant 3

HCID 6344DichloromethaneHCID 14798Sodium HydroxideHCID 117690327HCID 117690327, compound

Product 1

HCID 117690328HCID 117690328, compoundYield 100%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
7 °C

Procedure

To a stirred solution of 2-chlorobenzylamino-2-imidazoline hydriodide (242 mg, 0.72 mMol) in water (3 mL), was added 1.0 N sodium hydroxide (2 mL) at 7° C. The reaction mixture was stirred for 30 min at 7° C. under argon. After that methylene chloride (5 mL) was added and the mixture stirred for another 5 min. The reaction mixture was extracted with methylene chloride (2×2.5 mL), The organic layer was dried over anhydrous Na2SO4, filtered and evaporated. The resulting free base (150 mg, 100%) was obtained as a viscous liquid and was used for the next reaction without any further purification. MS (ESI) 210(M+H).

Workup

  1. stirringthe mixture stirred for another 5 min
  2. extractionThe reaction mixture was extracted with methylene chloride (2×2.5 mL)
  3. dry with materialThe organic layer was dried over anhydrous Na2SO4
  4. filtrationfiltered
  5. customevaporated

Sources & evidence

ORD record
ord-1b14912cef6e4188b121f5b1d2dc1868
Source dataset
uspto-grants-2016_06
Patent number
US09376437B2

Reaction notes

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