Aniline → HCID 3695481, compound

HRID 2290713Notes

Reaction equation

HRID 2290713 reaction equation
O[CH2:2][N:3]1[C:7]2[CH:8]=[CH:9][C:10]([CH3:12])=[CH:11][C:6]=2[N:5]=[N:4]1.[NH2:13][C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1>C(O)C>[CH3:12][C:10]1[CH:9]=[CH:8][C:7]2[N:3]([CH2:2][NH:13][C:14]3[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=3)[N:4]=[N:5][C:6]=2[CH:11]=1

Participants

4

Reactant 2

HCID 6115AnilineHCID 3631643HCID 3631643, compound

Product 1

HCID 3695481HCID 3695481, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

5.0 g (0.03 mol) of 1-hydroxymethyl-5-methylbenzotriazole and 2.9 g (0.03 mol) of aniline were suspended in ethanol and refluxed for 1 hour. The insoluble substance was removed by filtration while it was still hot and the filtrate was cooled to obtain crude crystals. By recrystallization of the crude crystals from ethanol 4.2 g of the desired compound having a melting point of 149° to 152° C. was obtained.

Workup

  1. temperaturerefluxed for 1 hour
  2. customThe insoluble substance was removed by filtration while it
  3. temperaturethe filtrate was cooled
  4. customto obtain crude crystals
  5. customBy recrystallization of the crude crystals from ethanol 4.2 g of the desired compound
  6. customwas obtained

Sources & evidence

ORD record
ord-9f7eaee3063c4c6d95a25822e5a8c5b6
Source dataset
uspto-grants-1986_10
Patent number
US04618563

Reaction notes

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