L-Methionine → HCID 14987013, compound

HRID 727780Notes

Reaction equation

HRID 727780 reaction equation
N[C@H](C(O)=O)CCSC.CS(O)(=O)=O.[F:15][C:16]1[CH:38]=[CH:37][C:19]2[CH2:20][CH2:21][C:22]3[C:27]([C:18]=2[CH:17]=1)=[N:26][N:25]([C:28]1[CH:33]=[CH:32][C:31]([O:34]C)=[CH:30][CH:29]=1)[C:24](=[O:36])[CH:23]=3>O>[F:15][C:16]1[CH:38]=[CH:37][C:19]2[CH2:20][CH2:21][C:22]3[C:27]([C:18]=2[CH:17]=1)=[N:26][N:25]([C:28]1[CH:33]=[CH:32][C:31]([OH:34])=[CH:30][CH:29]=1)[C:24](=[O:36])[CH:23]=3

Participants

5

Reactant 3

HCID 6137L-MethionineHCID 6395Methanesulfonic AcidHCID 19825030HCID 19825030, compound

Product 1

HCID 14987013HCID 14987013, compoundYield 94.1%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
55 °C

Procedure

To a solution of 5 g of methionine and 25 ml of methane-sulfonic acid is added 5 g of 9-fluoro-2-(4-methoxyphenyl)-5,6-dihydrobenzo[h]cinnolin-3(2H)-one. After the mixture is heated to 55° C. and stirred for 2 days, the reaction mixture is poured into water. The resulting crystals are collected and washed with ethanol to give 4.5 g of 9-fluoro-2-(4-hydroxyphenyl)-5,6-dihydrobenzo[h]cinnolin-3(2H)-one, m.p. 300°-302° C. (decomposition).

Workup

  1. customThe resulting crystals are collected
  2. washwashed with ethanol

Sources & evidence

ORD record
ord-f5f53a0ac4ea4781b1d2d766fc9f7d9d
Source dataset
uspto-grants-1991_09
Patent number
US05045541

Reaction notes

Loading…