Water → HCID 21889067, compound

HRID 720209Notes

Reaction equation

HRID 720209 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][CH2:14][N:15]1[CH2:20][CH2:19][O:18][CH2:17][CH2:16]1.O>CS(C)=O>[N:15]1([CH2:14][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)[CH2:20][CH2:19][O:18][CH2:17][CH2:16]1

Participants

5

Reactant 3

HCID 962WaterHCID 98231-Fluoro-3-nitrobenzeneHCID 61055N-(3-Aminopropyl)morpholine

Product 1

HCID 21889067HCID 21889067, compound

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Conditions

Temperature
100 °C

Procedure

28.2 g 3-fluoronitrobenzene and 158.4 g 4-(3-aminopropyl)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 on a rotary evaporator. The product obtained was an orange-brown oil.

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 on a rotary evaporator
  4. customThe product obtained

Sources & evidence

ORD record
ord-27f356cf96fd4822bd7368b1137ae8c1
Source dataset
uspto-grants-2006_11
Patent number
US07135047B2

Reaction notes

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