Aniline → HCID 178511995, compound

HRID 1016554Notes

Reaction equation

HRID 1016554 reaction equation
[Cl:1][C:2]1[CH:16]=[CH:15][C:14]2[C:7]3[N:8]=[C:9]([NH:11][C:12]#[N:13])[S:10][C:6]=3[CH2:5][C:4]=2[CH:3]=1.[NH2:17][C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1>C(O)C>[Cl:1][C:2]1[CH:16]=[CH:15][C:14]2[C:7]3[N:8]=[C:9]([NH:11][C:12]([NH:17][C:18]4[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=4)=[NH:13])[S:10][C:6]=3[CH2:5][C:4]=2[CH:3]=1

Participants

4

Reactant 2

HCID 6115AnilineHCID 9794880HCID 9794880, compound

Product 1

HCID 178511995HCID 178511995, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

0.26 g of 6-chloro-8H-indeno[1,2-d]thiazol-2-yl-cyanamide is suspended in 10 ml of ethanol at room temperature and, after addition of 0.1 of aniline, heated to reflux for 6 h. The reaction mixture is concentrated in vacuo, and the residue is purified by chromatography on silica gel with 5/1 dichloromethane/ethyl acetate. N-(6-Chloro-8H-indeno[1,2-d]thiazol-2-yl)-N′-phenylguanidine is obtained and melts with decomposition at 210° C.

Workup

  1. temperatureheated
  2. temperatureto reflux for 6 h
  3. concentrationThe reaction mixture is concentrated in vacuo
  4. customthe residue is purified by chromatography on silica gel with 5/1 dichloromethane/ethyl acetate

Sources & evidence

ORD record
ord-79a38a5a568b459698f97898d134371a
Source dataset
uspto-grants-2002_11
Patent number
US06476059B1

Reaction notes

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