Triethylamine → HCID 57436033, compound

HRID 1095387Notes

Reaction equation

Cl[C:2]1[C:7]([N+:8]([O-:10])=[O:9])=[CH:6][CH:5]=[CH:4][C:3]=1[CH3:11].[NH2:12][CH2:13][CH2:14][N:15]1[CH2:20][CH2:19][O:18][CH2:17][CH2:16]1.C(N(CC)CC)C>>[CH3:11][C:3]1[CH:4]=[CH:5][CH:6]=[C:7]([N+:8]([O-:10])=[O:9])[C:2]=1[NH:12][CH2:13][CH2:14][N:15]1[CH2:20][CH2:19][O:18][CH2:17][CH2:16]1

Participants

Reactant 3

HCID 8471Triethylamine

HCID 775912-Chloro-3-nitrotoluene

HCID 4082852-Morpholinoethylamine

Product 1

HCID 57436033HCID 57436033, compoundYield 60.3%

Procedure

A solution of 2-chloro-3-nitrotoluene (180 mg, 1.0 mmol), 4-(2-aminoethyl)morpholine (0.54 mL, 4.1 mmol) and triethylamine (0.43 mL, 3.1 mmol) was heated to 180° C. by microwave for 20 min. The resultant mixture was purified by column chromatography on silica gel eluting with hexane/ethyl acetate(8/1-3/1) to afford 160 mg (59%) of the title compound.

Workup

customThe resultant mixture was purified by column chromatography on silica gel eluting with hexane/ethyl acetate(8/1-3/1)

Sources & evidence

ORD record: ord-bf2637af4a7346d8b28bd88c0b98fa9a
Source dataset: uspto-grants-2012_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08138177B2

Reaction notes

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