Diethyl Ether → HCID 13178507, compound

HRID 1981443Notes

Reaction equation

HRID 1981443 reaction equation
[C:1]([C:4]1[CH:9]=[C:8]([Br:10])[C:7]([OH:11])=[C:6]([Br:12])[CH:5]=1)(=[NH:3])[NH2:2].[CH2:13](Cl)[C:14]1[CH:22]=[CH:21][C:20]2[O:19][CH2:18][O:17][C:16]=2[CH:15]=1.C([O:26]CC)C>N1C=CC=CC=1>[CH2:18]1[O:19][C:20]2[CH:21]=[CH:22][C:14]([C:13]([O:11][C:7]3[C:6]([Br:12])=[CH:5][C:4]([C:1](=[NH:2])[NH2:3])=[CH:9][C:8]=3[Br:10])=[O:26])=[CH:15][C:16]=2[O:17]1

Participants

5

Reactant 3

HCID 3283Diethyl EtherHCID 887131,3-Benzodioxole, 5-(chloromethyl)-HCID 42288753,5-Dibromo-4-hydroxy-benzamidine

Product 1

HCID 13178507HCID 13178507, compound

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

To a solution of 5 g of 4-amidino-2,6-dibromophenol in 100 ml of pyridine, while being cooled in ice and stirred, was added 2.4 g of piperonyl chloride. The mixture was stirred for 30 minutes while being cooled in ice, then for 3 hours at room temperature, and mixed with about 300 cc of ethyl ether. The precipitate which was formed was collected by filtration and recrystallized from ethanol to obtain 4.8 g of colorless crystals of 4-amidino-2,6-dibromophenyl 3,4-methylenedioxybenzoate methanesulfonate.

Workup

  1. stirringThe mixture was stirred for 30 minutes
  2. temperaturewhile being cooled in ice
  3. customThe precipitate which was formed
  4. filtrationwas collected by filtration
  5. customrecrystallized from ethanol

Sources & evidence

ORD record
ord-58a13f7ca8d64029b49f866f95c58af4
Source dataset
uspto-grants-1985_04
Patent number
US04514416

Reaction notes

Loading…