2-Iodoaniline → HCID 15171857, compound

HRID 654504Notes

Reaction equation

HRID 654504 reaction equation
[C:1]([C:3]1([CH3:17])[CH2:8][CH2:7][C:6]2[C:9]([CH3:16])=[C:10]([OH:15])[C:11]([CH3:14])=[C:12]([CH3:13])[C:5]=2[O:4]1)#[CH:2].I[C:19]1[CH:25]=[CH:24][CH:23]=[CH:22][C:20]=1[NH2:21]>C(Cl)Cl>[NH2:21][C:20]1[CH:22]=[CH:23][CH:24]=[CH:25][C:19]=1[C:2]#[C:1][C:3]1([CH3:17])[CH2:8][CH2:7][C:6]2[C:9]([CH3:16])=[C:10]([OH:15])[C:11]([CH3:14])=[C:12]([CH3:13])[C:5]=2[O:4]1

Participants

4

Reactant 2

HCID 119952-IodoanilineHCID 14478563rac-3,4-dihydro-2-ethynyl-2,5,7,8-tetramethyl-2H-1-benzopyran-6ol

Product 1

HCID 15171857HCID 15171857, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

This compound was obtained by reacting rac-3,4-dihydro2-ethynyl-2,5,7,8-tetramethyl-2H-1-benzopyran-6-ol with 2-iodoaniline under the conditions described in Example 26. The product was isolated by chromatography over the 40 fold amount of silica gel using methylene chloride. Crystallization from ether/hexane and recrystallization from cyclohexane gave pale yellow crystals with m.p. 110°-112°.

Workup

  1. customThis compound was obtained
  2. customThe product was isolated by chromatography over the 40 fold amount of silica gel
  3. customCrystallization
  4. customfrom ether/hexane and recrystallization from cyclohexane
  5. customgave pale yellow crystals with m.p. 110°-112°

Sources & evidence

ORD record
ord-66f6112946524ae3847b57baa73e3f28
Source dataset
uspto-grants-1992_07
Patent number
US05132310

Reaction notes

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