Water → HCID 4620448, compound

HRID 1671668Notes

Reaction equation

HRID 1671668 reaction equation
C(N(CC)CC)C.[CH:8]1([NH2:11])[CH2:10][CH2:9]1.[CH3:12][C:13]1[CH:14]=[C:15]([CH:19]=[CH:20][C:21]=1[N+:22]([O-:24])=[O:23])[C:16](Cl)=[O:17].O>O1CCCC1>[CH:8]1([NH:11][C:16](=[O:17])[C:15]2[CH:19]=[CH:20][C:21]([N+:22]([O-:24])=[O:23])=[C:13]([CH3:12])[CH:14]=2)[CH2:10][CH2:9]1

Participants

6

Reactant 4

HCID 962Water2×HCID 8471TriethylamineHCID 69828CyclopropylamineHCID 30157953-Methyl-4-nitrobenzoyl chloride

Product 1

HCID 4620448HCID 4620448, compoundYield 76.2%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

3.35 g (33 mmol) of triethylamine was added to a solution containing 1.65 g (29 mmol) of cyclopropylamine in 50 ml of tetrahydrofuran, then 5.0 g (28 mmol) of 3-methyl-4-nitrobenzoyl chloride was added dropwise while cooled with iced water. The reaction mixture was allowed to room temperature and after stirred for 12 hours, poured into iced water and the mixture was extracted with ethyl acetate. The organic layer was dried over anhydrous magnesium sulfate and then concentrated under reduced pressure to obtain 4.7 g of the desired compound. This was used in the next reaction without being purified.

Workup

  1. customwas allowed to room temperature
  2. extractionthe mixture was extracted with ethyl acetate
  3. dry with materialThe organic layer was dried over anhydrous magnesium sulfate
  4. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-9388aa2b77c342fcbd7e3743df4471bd
Source dataset
uspto-grants-2011_08
Patent number
US07994339B2

Reaction notes

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