Water → HCID 22874727, compound

HRID 264348Notes

Reaction equation

HRID 264348 reaction equation
[NH2:1][C@H:2]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[C@H:4]([NH2:11])[CH2:3]1.[C:12](OC(=O)C)(=[O:14])[CH3:13].[OH2:19].C(Cl)Cl.N1[CH:28]=[CH:27]C=CC=1>>[C:12]([NH:1][C@H:2]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[C@@H:4]([NH:11][C:27](=[O:19])[CH3:28])[CH2:3]1)(=[O:14])[CH3:13]

Participants

6

Reactant 5

HCID 962WaterHCID 1049PyridineHCID 6344DichloromethaneHCID 7918Acetic AnhydrideHCID 25272046HCID 25272046, compound

Product 1

HCID 22874727HCID 22874727, compound

Procedure

To a solution of 17.55 g of cis/trans-1,3-diaminoindan in 102 mL of pyridine was slowly added 102 mL of acetic anhydride. After 17 hrs the reaction mixture was added to 250 mL of water and 300 mL of methylene chloride. The insoluble precipitate was isolated from this three-phase mixture by filtration and dried to give 8.7 g of crude title compound which was recrystallized from ethanol to give 5.4 g pure material.

Workup

  1. customThe insoluble precipitate was isolated from this three-phase mixture by filtration
  2. customdried
  3. customto give 8.7 g of crude title compound which
  4. customwas recrystallized from ethanol

Sources & evidence

ORD record
ord-9f3cc70b64a540e9b36dd994f3bbb840
Source dataset
uspto-grants-1997_07
Patent number
US05646188

Reaction notes

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