Furfurylamine → HCID 21543990, compound

HRID 1606599Notes

Reaction equation

HRID 1606599 reaction equation
Cl[C:2]1[CH:10]=[C:9]([Cl:11])[C:8]([S:12]([CH3:15])(=[O:14])=[O:13])=[CH:7][C:3]=1[C:4]([OH:6])=[O:5].[CH2:16]([NH2:22])[C:17]1[O:21][CH:20]=[CH:19][CH:18]=1>Cl>[CH2:16]([NH:22][C:2]1[CH:10]=[C:9]([Cl:11])[C:8]([S:12]([CH3:15])(=[O:14])=[O:13])=[CH:7][C:3]=1[C:4]([OH:6])=[O:5])[C:17]1[O:21][CH:20]=[CH:19][CH:18]=1

Participants

4

Reactant 2

HCID 3438FurfurylamineHCID 2210136551521-75-6

Product 1

HCID 21543990HCID 21543990, compound

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Conditions

Temperature
125 °C

Procedure

A mixture of 2,4-dichloro-5-methylsulfonylbenzoic acid (15 g.; 0.055 mole) and furfurylamine (30 ml.) is heated in an oil bath at 125° C. under an atmosphere of nitrogen for 3 hours then poured into cold, dilute hydrochloric acid (200 ml.) to precipitate 17.6 g., (98%) of 2-furfurylamino-4-chloro-5-methylsulfonylbenzoic acid, m.p. 204° C. (dec.) after recrystallization from nitromethane (200 ml.).

Workup

  1. customto precipitate 17.6 g
  2. custom, (98%) of 2-furfurylamino-4-chloro-5-methylsulfonylbenzoic acid, m.p. 204° C. (dec.) after recrystallization from nitromethane (200 ml.)

Sources & evidence

ORD record
ord-637cf091076449e4a4797afe651be93f
Source dataset
uspto-grants-1976_04
Patent number
US03953476

Reaction notes

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