N-(2-Hydroxyethyl)aniline → HCID 86585179, compound

HRID 1901425Notes

Reaction equation

HRID 1901425 reaction equation
[C:1]1(C(Cl)[C:8]([C:10]2[C:18]3[C:13](=CC=CC=3)[N:12](C)C=2)=[O:9])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[NH:21]([CH2:28][CH2:29]O)[C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1>C(O)C>[O:9]1[CH:8]=[CH:10][CH:18]=[CH:13][NH:12]1.[C:22]1([N:21]2[C:6]3[C:1](=[CH:2][CH:3]=[CH:4][CH:5]=3)[CH:29]=[CH:28]2)[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1

Participants

4

Reactant 2

HCID 31235N-(2-Hydroxyethyl)anilineHCID 12477186HCID 12477186, compound

Product 1

HCID 86585179HCID 86585179, compoundYield 0.1%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
80 °C

Procedure

0.283 g of 3-(2-phenyl-2-chloro acetyl) N-methylindole (1 mole) (H. Nakamura and T. Goto, Heterocyles, 10, 167-170 (1978) and 0.274 g of 2-anilino ethanol (2.0 mole) were dissolved in 3 ml of dry ethanol and heated in a sealed tube at 80° C. for 8 hours. On cooling the product crystallized out as pale yellow needles which was filtered and dried to yield 0.21 g of N-phenyl indole oxazine Compound 17.

Workup

  1. temperatureOn cooling the product
  2. customcrystallized out as pale yellow needles which
  3. filtrationwas filtered
  4. customdried

Sources & evidence

ORD record
ord-3b324f00da524da89998d67506b40a63
Source dataset
uspto-grants-1996_11
Patent number
US05578498

Reaction notes

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