Benzene, 1-isocyanato-2-methoxy- → 8-[3-(2-methoxyphenyl)ureido]-5H,10H-imidazo[1,2-a]indeno[1,2-e]pyrazine-4-one

HRID 481455Notes

Reaction equation

HRID 481455 reaction equation
Cl.[NH2:2][C:3]1[CH:19]=[CH:18][C:17]2[C:8]3[NH:9][C:10](=[O:16])[C:11]4[N:12]([CH:13]=[CH:14][N:15]=4)[C:7]=3[CH2:6][C:5]=2[CH:4]=1.[CH3:20][O:21][C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][C:23]=1[N:28]=[C:29]=[O:30]>C(N(CC)CC)C>[CH3:20][O:21][C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][C:23]=1[NH:28][C:29](=[O:30])[NH:2][C:3]1[CH:19]=[CH:18][C:17]2[C:8]3[NH:9][C:10](=[O:16])[C:11]4[N:12]([CH:13]=[CH:14][N:15]=4)[C:7]=3[CH2:6][C:5]=2[CH:4]=1

Participants

4

Reactant 2

HCID 69695Benzene, 1-isocyanato-2-methoxy-HCID 189754908-amino-5H,10H-imidazo[1,2-a]indeno[1,2-e]pyrazine-4-one hydrochloride

Product 1

HCID 190660358-[3-(2-methoxyphenyl)ureido]-5H,10H-imidazo[1,2-a]indeno[1,2-e]pyrazine-4-one

Reagents, catalysts & solvents 1

HCID 8471TriethylamineSolvent

Procedure

The preparation is carried out in the same way as in Example 20, from 1 g of 8-amino-5H,10H-imidazo[1,2-a]indeno[1,2-e]pyrazine-4-one hydrochloride, 1 ml of triethylamine and 0.97 ml of 2-methoxyphenyl isocyanate. After reacting for 6 hours at a temperature in the region of 20° C., the insoluble material is filtered and washed with water and then with isopropyl ether. 0.3 g of 8-[3-(2-methoxyphenyl)ureido]-5H,10H-imidazo[1,2-a]indeno[1,2-e]pyrazine-4-one are thus obtained in the form of a beige solid, the melting point of which is greater than 260° C. (Analysis C21H17N5 O3.0.76H2O, % calculated C: 65.11, H: 4.42, N: 18.08, % found C: 64.8, H: 4.3, N: 18.4).

Workup

  1. filtrationthe insoluble material is filtered
  2. washwashed with water

Sources & evidence

ORD record
ord-1bdcc4e4ee79430da7ecbeaeb83d4dd5
Source dataset
uspto-grants-1998_08
Patent number
US05789406

Reaction notes

Loading…