Aniline → HCID 86740951, compound

HRID 364614Notes

Reaction equation

HRID 364614 reaction equation
[OH:1][CH2:2][CH:3]1[CH:8]2[C:9]3[C:14]([CH2:15][CH2:16][N:7]2[CH:6]([CH2:21][CH:22]=[NH:23])[S:5][CH2:4]1)=[CH:13][C:12]([O:17][CH3:18])=[C:11]([O:19][CH3:20])[CH:10]=3.N[C:25]1[CH:30]=CC=[CH:27][CH:26]=1>C(O)C>[OH:1][CH2:2][CH:3]1[CH:8]2[C:9]3[C:14]([CH2:15][CH2:16][N:7]2[CH:6]([CH:21]2[CH:27]=[CH:26][CH:25]=[CH:30][C:22]2=[NH:23])[S:5][CH2:4]1)=[CH:13][C:12]([O:17][CH3:18])=[C:11]([O:19][CH3:20])[CH:10]=3

Participants

4

Reactant 2

HCID 6115AnilineHCID 53936757HCID 53936757, compound

Product 1

HCID 86740951HCID 86740951, compoundYield 62%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

3.4 g (0.01 mole) of 1-(hydroxymethyl)-4-(iminoethyl)-9,10-dimethoxy-1,6,7,11b-tetrahydro-2H,4H-[1,3]thiazino[4,3-a]isoquinoline are refluxed with 1.86 g (0.02 mole) of aniline in 30 ml of ethanol for 5 hours. The excess of ethanol and aniline is distilled off and crystallized from ethanol to yield the desired compound, melting at 187° to 189° C. Yield: 62%.

Workup

  1. distillationThe excess of ethanol and aniline is distilled off
  2. customcrystallized from ethanol

Sources & evidence

ORD record
ord-3e8f622c70db4924bd7e6d4155bdf223
Source dataset
uspto-grants-1986_08
Patent number
US04605653

Reaction notes

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