3-Chloroaniline → HCID 8760959, compound

HRID 578053Notes

Reaction equation

HRID 578053 reaction equation
[NH2:1][C:2]1[CH:10]=[CH:9][C:5]([C:6](Cl)=[O:7])=[CH:4][C:3]=1[N+:11]([O-:13])=[O:12].[Cl:14][C:15]1[CH:16]=[C:17]([CH:19]=[CH:20][CH:21]=1)[NH2:18]>C1COCC1>[Cl:14][C:15]1[CH:16]=[C:17]([NH:18][C:6](=[O:7])[C:5]2[CH:9]=[CH:10][C:2]([NH2:1])=[C:3]([N+:11]([O-:13])=[O:12])[CH:4]=2)[CH:19]=[CH:20][CH:21]=1

Participants

4

Reactant 2

HCID 79323-ChloroanilineHCID 21250395HCID 21250395, compound

Product 1

HCID 8760959HCID 8760959, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

A mixture of the product obtained in 434a (11.6 g, 52.0 mmol) in 150 mL THF was added to a stirred mixture of 3-chloro-aniline (5.8 mL, 54.6 mmol) and TEA (10 mL, 72 mmol) in 100 mL THF under nitrogen. After stirring for 16 h, the mixture was filtrated, washed with THF and evaporated to dryness. The residue was triturated with methanol, filtrated and dried at 55° C.

Workup

  1. additionA mixture of the product
  2. filtrationthe mixture was filtrated
  3. washwashed with THF
  4. customevaporated to dryness
  5. customThe residue was triturated with methanol
  6. filtrationfiltrated
  7. customdried at 55° C.

Sources & evidence

ORD record
ord-d7e0572c6dcb4a50b76ec92ae8ac2ee8
Source dataset
uspto-grants-2015_05
Patent number
US09040565B2

Reaction notes

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