Potassium Iodide → HCID 57961562, compound

HRID 541797Notes

Reaction equation

HRID 541797 reaction equation
Cl.Cl.Cl.[Cl:4][C:5]1[CH:6]=[N:7][C:8]2[NH:9][C:10]3[CH:11]=[N:12][CH:13]=[C:14]([CH:27]=3)[CH2:15][CH2:16][C:17]3[CH:25]=[C:21]([NH:22][C:23]=1[N:24]=2)[CH:20]=[CH:19][C:18]=3N.N([O-])=O.[Na+].[I-:32].[K+]>S(=O)(=O)(O)O.O>[Cl:4][C:5]1[CH:6]=[N:7][C:8]2[NH:9][C:10]3[CH:11]=[N:12][CH:13]=[C:14]([CH:27]=3)[CH2:15][CH2:16][C:17]3[CH:25]=[C:21]([NH:22][C:23]=1[N:24]=2)[CH:20]=[CH:19][C:18]=3[I:32]

Participants

6

Reactant 3

HCID 4875Potassium IodideHCID 23668193Sodium NitriteHCID 66896687HCID 66896687, compound

Product 1

HCID 57961562HCID 57961562, compoundYield 64%

Reagents, catalysts & solvents 2

HCID 962WaterSolvent3×HCID 1118Sulfuric AcidSolvent

Procedure

To a solution of 6-chloro-2,4,8,18,22-pentaazatetracyclo[14.3.1.1(3,7).1(9,13)]docosa-1(20),3(22),4,6,9(21),10,12,16,18-nonaen-12-amine trihydrochloride (161 mg, 0.359 mmol) in 2.0 M of sulfuric acid in water (1.8 mL, 3.59 mmol) was added a solution of sodium nitrite (37.2 mg, 0.539 mmol) in water dropwise at 0° C. The reaction solution was stirred at same temperature for 1 h, then a solution of potassium iodide (89.4 mg, 0.539 mmol) in water was added at 0° C. The reaction solution was stirred at room temperature for 48 h. The precipitate was filtered and washed by water and dried under vacuum to give the desired product (103 mg, 64%). LCMS for C17H14ClIN5(M+H)+: m/z=450.1.

Workup

  1. stirringThe reaction solution was stirred at room temperature for 48 h
  2. filtrationThe precipitate was filtered
  3. washwashed by water
  4. customdried under vacuum

Sources & evidence

ORD record
ord-3752e6946efa4fc2a3d3dc1aa2fdee2b
Source dataset
uspto-grants-2014_10
Patent number
US08871753B2

Reaction notes

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