Hydrochloric Acid → HCID 20361842, compound

HRID 328994Notes

Reaction equation

HRID 328994 reaction equation
B.[Cl:2][C:3]1[CH:20]=[C:19]([I:21])[C:6]2[O:7][C:8]([C:16]([NH2:18])=O)=[C:9]([C:10]3[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=3)[C:5]=2[CH:4]=1.Cl.[OH-].[Na+]>O1CCCC1>[NH2:18][CH2:16][C:8]1[O:7][C:6]2[C:19]([I:21])=[CH:20][C:3]([Cl:2])=[CH:4][C:5]=2[C:9]=1[C:10]1[CH:11]=[CH:12][CH:13]=[CH:14][CH:15]=1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 6331BoraneHCID 14798Sodium HydroxideHCID 20361845HCID 20361845, compound

Product 1

HCID 20361842HCID 20361842, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

Add 150 ml. of a 1M solution of borane in tetrahydrofuran to 15.0 g. (0.038 mole) of 5-chloro-7-iodo-3-phenylbenzo[b]furan-2-carboxamide in 130 ml. of tetrahydrofuran and boil under reflux for 16 hours. Treat the solution with 8 ml. of 5% hydrochloric acid and reflux for 45 minutes more. Cool and make basic with sodium hydroxide solution.

Workup

  1. additionAdd 150 ml
  2. temperatureunder reflux for 16 hours
  3. additionTreat the solution with 8 ml
  4. temperatureCool

Sources & evidence

ORD record
ord-9dd261d6b1e14cb6be0928825cab085f
Source dataset
uspto-grants-1977_04
Patent number
US04018893

Reaction notes

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