Chlorosuccinimide → HCID 70093009, compound

HRID 1683883Notes

Reaction equation

HRID 1683883 reaction equation
[CH:1]1([CH2:5][N:6]([CH2:20][CH2:21][CH3:22])[CH:7]2[CH2:19][CH2:18][C:10]3[C:11]4[CH:12]=[CH:13][NH:14][C:15]=4[CH:16]=[CH:17][C:9]=3[CH2:8]2)[CH2:4][CH2:3][CH2:2]1.[Cl:23]N1C(=O)CCC1=O>O1CCCC1>[Cl:23][C:12]1[C:11]2[C:10]3[CH2:18][CH2:19][CH:7]([N:6]([CH2:5][CH:1]4[CH2:2][CH2:3][CH2:4]4)[CH2:20][CH2:21][CH3:22])[CH2:8][C:9]=3[CH:17]=[CH:16][C:15]=2[NH:14][CH:13]=1

Participants

4

Reactant 2

HCID 31398ChlorosuccinimideHCID 19041512HCID 19041512, compound

Product 1

HCID 70093009HCID 70093009, compoundYield 81.2%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A solution of cyclobutylmethyl-propyl-(6,7,8,9-tetrahydro-3H-benzo[e]indol-7-yl)amine 48 mg, 0.16 mmol) and N-chlorosuccinimide (35 mg, 0.26 mmol) in tetrahydrofuran (5 mL) was stirred at room temperature for 1 day. After pouring the reaction mixture into water, extraction (diethyl ether), drying (magnesium sulfate), filtering, and evaporation yielded 43 mg (80%) of the desired compound.:

Workup

  1. additionAfter pouring the reaction mixture
  2. extractioninto water, extraction (diethyl ether)
  3. dry with materialdrying (magnesium sulfate)
  4. filtrationfiltering
  5. customevaporation

Sources & evidence

ORD record
ord-09854542a642458dbf89578b19756969
Source dataset
uspto-grants-1997_06
Patent number
US05639778

Reaction notes

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