Triethylamine → HCID 88199024, compound

HRID 1067890Notes

Reaction equation

HRID 1067890 reaction equation
[OH:1][CH2:2][C:3]1[N:8]=[C:7]([C:9]2[CH:14]=[C:13]([C:15]3[CH:20]=[CH:19][C:18]([O:21][CH3:22])=[CH:17][CH:16]=3)[CH:12]=[C:11]([C:23]3[CH:28]=[CH:27][CH:26]=[CH:25][N:24]=3)[N:10]=2)[CH:6]=[CH:5][CH:4]=1.CCN(CC)CC.[O:36](S(C)(=O)=O)[S:37]([CH3:40])(=[O:39])=[O:38]>C(Cl)Cl>[CH3:40][S:37]([OH:39])(=[O:38])=[O:36].[OH:1][CH2:2][C:3]1[N:8]=[C:7]([C:9]2[CH:14]=[C:13]([C:15]3[CH:20]=[CH:19][C:18]([O:21][CH3:22])=[CH:17][CH:16]=3)[CH:12]=[C:11]([C:23]3[CH:28]=[CH:27][CH:26]=[CH:25][N:24]=3)[N:10]=2)[CH:6]=[CH:5][CH:4]=1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 81560Methanesulfonic anhydrideHCID 21195138HCID 21195138, compound

Product 1

HCID 88199024HCID 88199024, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

To a suspension of 6-hydroxymethyl-4′-(4-methoxyphenyl)-2,2′:6′,2″-terpyridine (38.5 mmol) in CH2Cl2 (175 mL) and Et3N (50 mmoles) at 8° C. is added a solution of (CH3SO2)2O (48 mmol) in 50 mL of CH2Cl2 over 10-15 minutes. The reaction mixture is then extracted with cold water, dried over Mg2SO4, filtered, and concentrated under high vacuum nearly to dryness. The residue is treated with ethyl acetate, and the desired product is collected by filtration, washed with ethyl acetate, and dried under vacuum.

Workup

  1. extractionThe reaction mixture is then extracted with cold water
  2. dry with materialdried over Mg2SO4
  3. filtrationfiltered
  4. concentrationconcentrated under high vacuum nearly to dryness
  5. additionThe residue is treated with ethyl acetate
  6. filtrationthe desired product is collected by filtration
  7. washwashed with ethyl acetate
  8. customdried under vacuum

Sources & evidence

ORD record
ord-87b3a7f2b5db4d8fa6b894cf27aea5fd
Source dataset
uspto-grants-2001_06
Patent number
US06248870B1

Reaction notes

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