Ethyl isocyanate → HCID 10203032, compound

HRID 719192Notes

Reaction equation

HRID 719192 reaction equation
[CH3:1][N:2]([CH3:27])[CH2:3][CH2:4][NH:5][C:6]([C:8]1[C:21]2[C:12](=[N:13][C:14]3[C:19]([N:20]=2)=[C:18]2[CH:22]=[CH:23][CH:24]=[C:25]([OH:26])[C:17]2=[CH:16][CH:15]=3)[CH:11]=[CH:10][CH:9]=1)=[O:7].C(N(CC)CC)C.[CH2:35]([N:37]=[C:38]=[O:39])[CH3:36]>CN(C)C=O>[CH3:1][N:2]([CH3:27])[CH2:3][CH2:4][NH:5][C:6]([C:8]1[C:21]2[C:12](=[N:13][C:14]3[C:19]([N:20]=2)=[C:18]2[CH:22]=[CH:23][CH:24]=[C:25]([O:26][C:38](=[O:39])[NH:37][CH2:35][CH3:36])[C:17]2=[CH:16][CH:15]=3)[CH:11]=[CH:10][CH:9]=1)=[O:7]

Participants

5

Reactant 3

HCID 8022Ethyl isocyanateHCID 8471TriethylamineHCID 178483817HCID 178483817, compound

Product 1

HCID 10203032HCID 10203032, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A mixture of 4-hydroxy-benzo[a]phenazine-11-carboxylic acid (2-dimethylamino-ethyl)-amide: hydrobromide salt (540 mg), triethylamine (0.51 mL) and ethyl isocyanate (0.29 mL) was stirred in dry N,N-dimethylformamide (3 mL). The product slowly precipitated from the reaction mixture and was collected by filtration and washed with ether to yield the title compound as a yellow solid (210 mg).

Workup

  1. customThe product slowly precipitated from the reaction mixture
  2. filtrationwas collected by filtration
  3. washwashed with ether

Sources & evidence

ORD record
ord-aaf7d67ecea546c4aa1c5e9c7bf98578
Source dataset
uspto-grants-2006_11
Patent number
US07132419B2

Reaction notes

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