Ethyl chloroformate → HCID 178464038, compound

HRID 1390017Notes

Reaction equation

HRID 1390017 reaction equation
[CH2:1]([N:3]([CH2:6][CH2:7][NH:8][C:9]1[C:14]([N+:15]([O-])=O)=[CH:13][CH:12]=[C:11]([O:18][CH3:19])[N:10]=1)[CH2:4][CH3:5])[CH3:2].Cl[C:21](OCC)=[O:22]>O1CCOCC1>[CH2:1]([N:3]([CH2:4][CH3:5])[CH2:6][CH2:7][N:8]1[C:9]2[N:10]=[C:11]([O:18][CH3:19])[CH:12]=[CH:13][C:14]=2[N:15]=[C:21]1[OH:22])[CH3:2]

Participants

4

Reactant 2

HCID 10928Ethyl chloroformateHCID 20294747HCID 20294747, compound

Product 1

HCID 178464038HCID 178464038, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Conditions

Temperature
180 °C

Procedure

The filtrated hydrogenation solution from 28 grams of 2-(diethylaminoethylamino)-3-nitro-6-methoxypyridine in 450 ml of dioxane (10 grams Raney nickel, 50 bar and 65° C.) were treated under stirring with 11.25 grams of ethyl chloroformate. After 3 hours stirring the open carbethoxy compound was filtered off and heated to 180° C. under stirring and held at this temperature for one hour. The cooled melt was recrystallized from isopropanol.

Workup

  1. filtrationwas filtered off
  2. customThe cooled melt was recrystallized from isopropanol

Sources & evidence

ORD record
ord-f2b57d6605a64eed8f2ee020d2c3959d
Source dataset
uspto-grants-1981_01
Patent number
US04247556

Reaction notes

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