Pyrrole-2-carbonyl chloride → 4-Amino-7-(Pyrrol-2-carbonyloxy)-8-Methyl-Benzopyran-2-one

HRID 36054Notes

Reaction equation

HRID 36054 reaction equation
[NH:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[C:6](Cl)=[O:7].[NH2:9][C:10]1[C:15]2[CH:16]=[CH:17][C:18]([OH:21])=[C:19]([CH3:20])[C:14]=2[O:13][C:12](=[O:22])[CH:11]=1>C(Cl)Cl.N1C=CC=CC=1.O>[NH2:9][C:10]1[C:15]2[CH:16]=[CH:17][C:18]([O:21][C:6]([C:2]3[NH:1][CH:5]=[CH:4][CH:3]=3)=[O:7])=[C:19]([CH3:20])[C:14]=2[O:13][C:12](=[O:22])[CH:11]=1

Participants

6

Reactant 2

HCID 224558Pyrrole-2-carbonyl chlorideHCID 15233368HCID 15233368, compound

Product 1

HCID 152333624-Amino-7-(Pyrrol-2-carbonyloxy)-8-Methyl-Benzopyran-2-one

Reagents, catalysts & solvents 3

HCID 962WaterSolventHCID 1049PyridineSolventHCID 6344DichloromethaneSolvent

Procedure

A solution of pyrrole-2-carboxylic acid chloride (0.065 gm) in methylene chloride (0.5 ml) was added to a suspension of 4-amino-7-hydroxy-8-methyl-benzopyran-2-one (0.095 gm) in pyridine (2 ml). The suspension was heated at 70 for 10 mins. to obtain a homogeneous solution. The reaction mixture was then diluted with water, filtered and the solid was crystallized form dimethylformamide/water to afford the title compound. MS: m/e 284 (M+).

Workup

  1. temperatureThe suspension was heated at 70 for 10 mins
  2. customto obtain a homogeneous solution
  3. filtrationfiltered
  4. customthe solid was crystallized form dimethylformamide/water

Sources & evidence

ORD record
ord-089ffa58a81d4464ab41c82c198e643c
Source dataset
uspto-grants-1995_05
Patent number
US05412104

Reaction notes

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