Water → HCID 22135219, compound

HRID 1826695Notes

Reaction equation

HRID 1826695 reaction equation
[OH2:1].[OH-].[Na+].[CH:4]([C:6]1[CH2:12][C:11]2[CH:13]=[C:14]3[O:19][CH2:18][O:17][C:15]3=[CH:16][C:10]=2[C:9]([C:20]2[CH:25]=[CH:24][C:23]([N+:26]([O-:28])=[O:27])=[C:22]([CH3:29])[CH:21]=2)=[N:8][N:7]=1)=[O:5]>O1CCCC1.[N+]([O-])([O-])=O.[Ag+]>[CH3:29][C:22]1[CH:21]=[C:20]([C:9]2[C:10]3[CH:16]=[C:15]4[O:17][CH2:18][O:19][C:14]4=[CH:13][C:11]=3[CH2:12][C:6]([C:4]([OH:1])=[O:5])=[N:7][N:8]=2)[CH:25]=[CH:24][C:23]=1[N+:26]([O-:28])=[O:27]

Participants

6

Reactant 3

HCID 962Water3×HCID 14798Sodium HydroxideHCID 22135222HCID 22135222, compound

Product 1

HCID 22135219HCID 22135219, compoundYield 71%

Reagents, catalysts & solvents 2

HCID 24470Silver NitrateCatalystHCID 8028TetrahydrofuranSolvent

Procedure

To a solution of 3.40 g (20.0 millimoles) of silver(I)nitrate and 25 ml of water a solution of 1.60 g (4.0 millimoles) of sodium hydroxide and 25 ml of water is added. The mixture is stirred for 10 minutes, diluted with 50 ml of tetrahydrofurane and 3.51 g (10.0 millimoles) of 8-formyl-5-(3-methyl-4-nitro-phenyl)-9H-1,3-dioxolo[4,5-h][2,3]benzodiazepine are added under cooling with icecold water. The reaction mixture is stirred at room temperature for 5 hours, filtered on a coal-bed and washed with cold water. The pH of the solution is adjusted to 2 with 6 N hydrochloric acid. After cooling the precipitated product is filtered and washed with 10 ml of cold water. Thus 2.61 g of the desired compound are obtained, yield 71%, mp.: 185–186° C.

Workup

  1. additionare added
  2. stirringThe reaction mixture is stirred at room temperature for 5 hours
  3. filtrationfiltered on a coal-bed
  4. washwashed with cold water
  5. temperatureAfter cooling the precipitated product
  6. filtrationis filtered
  7. washwashed with 10 ml of cold water

Sources & evidence

ORD record
ord-4867d2b308984da7a60c151ac8c76dbf
Source dataset
uspto-grants-2006_05
Patent number
US07053082B1

Reaction notes

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