Acetone → HCID 58827596, compound

HRID 900384Notes

Reaction equation

HRID 900384 reaction equation
CO.O.S(=O)(=O)(O)[NH2:5].[Cl:9][C:10]1[CH:15]=[C:14]([N+:16]([O-:18])=[O:17])[CH:13]=[CH:12][C:11]=1[N:19]=[N:20][C:21]1[CH:37]=[CH:36][C:24]([N:25]([CH2:34][CH3:35])[CH2:26][C:27](=[C:32]=[O:33])OCC#N)=[CH:23][C:22]=1[NH:38][C:39](=[O:41])[CH3:40].[CH3:42][C:43](C)=[O:44]>>[Cl:9][C:10]1[CH:15]=[C:14]([N+:16]([O-:18])=[O:17])[CH:13]=[CH:12][C:11]=1[N:19]=[N:20][C:21]1[CH:37]=[CH:36][C:24]([N:25]([CH2:34][CH3:35])[CH2:26][CH2:27][C:32]([O:44][CH2:43][C:42]#[N:5])=[O:33])=[CH:23][C:22]=1[NH:38][C:39](=[O:41])[CH3:40]

Participants

6

Reactant 5

HCID 180AcetoneHCID 887MethanolHCID 962WaterHCID 5987Sulfamic AcidHCID 86611144HCID 86611144, compound

Product 1

HCID 58827596HCID 58827596, compound

Procedure

The diazo solution was added gradually to a stirred coupling mixture of 3(N-ethyl, N-cyanomethoxycarbonylethyl)-amino-acetanilide (6.3 parts), methanol (40 parts), water (200 parts) and sulphamic acid (1 part). After two hours the product was isolated by filtration, washed with cold water and dried to yield, 4-(2-chloro-4-nitrophenylazo)-3-acetylamino-N-ethyl-N-(2-cyanomethoxy-carbonylethyl)-aniline (4.1 parts) λmax=525 nm (acetone).

Workup

  1. customAfter two hours the product was isolated by filtration
  2. washwashed with cold water
  3. customdried
  4. customto yield

Sources & evidence

ORD record
ord-196305f3c0f34ffcbec1e51f6a657377
Source dataset
uspto-grants-2008_04
Patent number
US07358345B2

Reaction notes

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