Water → HCID 10429084, compound

HRID 1358559Notes

Reaction equation

HRID 1358559 reaction equation
Br[CH:2]1[C:15]2[C:10](=[CH:11][CH:12]=[CH:13][C:14]=2[Cl:16])[C:9](=[O:17])[C:8]2[C:7]([Cl:18])=[CH:6][CH:5]=[CH:4][C:3]1=2.[NH2:19][C:20]1[C:21]([CH3:26])=[CH:22][CH:23]=[CH:24][CH:25]=1.O>C1COCC1>[C:21]1([CH3:26])[C:20]([NH:19][CH:2]2[C:15]3[C:10](=[CH:11][CH:12]=[CH:13][C:14]=3[Cl:16])[C:9](=[O:17])[C:8]3[C:7]([Cl:18])=[CH:6][CH:5]=[CH:4][C:3]2=3)=[CH:25][CH:24]=[CH:23][CH:22]=1

Participants

5

Reactant 3

HCID 962WaterHCID 7242O-ToluidineHCID 12082572HCID 12082572, compound

Product 1

HCID 10429084HCID 10429084, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

To a solution of compound (6) (2.0 mmol) in dry THF (20 ml) was added dropwise a solution of o-toluidine (10 ml) in dry THF (10 ml) under N2. The reaction mixture was stirred at room temperature for 24 hours. Water (250 ml) was added and then extracted with dichloromethane. The combined organic extracts were washed with water, dried (MgSO4), and concentrated. The resulting precipitate was collected by filtration, washed with water and further purified by crystallization (CH3CN).

Workup

  1. extractionextracted with dichloromethane
  2. washThe combined organic extracts were washed with water
  3. dry with materialdried (MgSO4)
  4. concentrationconcentrated
  5. filtrationThe resulting precipitate was collected by filtration
  6. washwashed with water
  7. customfurther purified by crystallization (CH3CN)

Sources & evidence

ORD record
ord-660aef20135c40f99f7f2f7adc15529a
Source dataset
uspto-grants-2003_07
Patent number
US06596774B1

Reaction notes

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