Water → HCID 21889081, compound

HRID 720207Notes

Reaction equation

HRID 720207 reaction equation
F[C:2]1[CH:3]=[C:4]([N+:8]([O-:10])=[O:9])[CH:5]=[CH:6][CH:7]=1.[NH2:11][CH2:12][CH2:13][N:14]1[CH2:19][CH2:18][O:17][CH2:16][CH2:15]1.O>CS(C)=O>[N:14]1([CH2:13][CH2:12][NH:11][C:2]2[CH:7]=[CH:6][CH:5]=[C:4]([N+:8]([O-:10])=[O:9])[CH:3]=2)[CH2:19][CH2:18][O:17][CH2:16][CH2:15]1

Participants

5

Reactant 3

HCID 962WaterHCID 98231-Fluoro-3-nitrobenzeneHCID 4082852-Morpholinoethylamine

Product 1

HCID 21889081HCID 21889081, compound

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Conditions

Temperature
100 °C

Procedure

28.2 g 3-fluoronitrobenzene and 143 g 4-(2-aminoethyl)morpholine were dissolved in 300 ml dimethyl sulfoxide, and the batch was stirred for 60 h at 100° C. After cooling, the batch was poured into 1 l water. The mixture was extracted several times with methyl tert-butyl ether, and the combined organic phases were reduced to dryness in a rotary evaporator, yielding a dark liquid.

Workup

  1. temperatureAfter cooling
  2. extractionThe mixture was extracted several times with methyl tert-butyl ether
  3. customthe combined organic phases were reduced to dryness in a rotary evaporator
  4. customyielding a dark liquid

Sources & evidence

ORD record
ord-e3e0980e9aca46d2a33d904211093112
Source dataset
uspto-grants-2006_11
Patent number
US07135047B2

Reaction notes

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