Calcium Carbonate → HCID 13782697, compound

HRID 1722603Notes

Reaction equation

HRID 1722603 reaction equation
Cl[C:2]([O:4][CH2:5][CH2:6][Cl:7])=[O:3].[CH2:8]([O:14][C:15]1[CH:20]=[CH:19][C:18]([NH2:21])=[CH:17][C:16]=1[N+:22]([O-:24])=[O:23])[CH:9]1[O:13][CH2:12][CH2:11][CH2:10]1.C(=O)([O-])[O-].[Ca+2]>COCCOC>[CH2:8]([O:14][C:15]1[CH:20]=[CH:19][C:18]([NH:21][C:2]([O:4][CH2:5][CH2:6][Cl:7])=[O:3])=[CH:17][C:16]=1[N+:22]([O-:24])=[O:23])[CH:9]1[O:13][CH2:12][CH2:11][CH2:10]1

Participants

5

Reactant 3

HCID 10112Calcium CarbonateHCID 123052-Chloroethyl chloroformateHCID 200268933-Nitro-4-[(oxolan-2-yl)methoxy]aniline

Product 1

HCID 13782697HCID 13782697, compound

Reagents, catalysts & solvents 1

HCID 80711,2-DimethoxyethaneSolvent

Conditions

Temperature
80 °C

Procedure

36 g of β-chloroethyl chloroformate are added dropwise to 59.5 g of 4-amino-2-nitrophenyl tetrahydrofurfuryl ether of the formula V (obtainable according to A.1. or A.2.) and 14 g of calcium carbonate in 200 ml of 1,2-dimethoxyethane at 70° C. The mixture is then stirred at 80° C. for 1 hour, the inorganic salts are removed at elevated temperature, and the filtrate is evaporated to dryness. The remaining oil completely crystallizes after a short time; the crystals are triturated with 50 ml of ether, filtered off with suction, washed with a little ether, and dried. 75.8 g (88% of the theoretical figure) of 4-(β-chloroethoxycarbonyl)amino-2-nitrophenyl tetrahydrofurfuryl ether are obtained with a melting point of 84°-86° C.

Workup

  1. customthe inorganic salts are removed at elevated temperature
  2. customthe filtrate is evaporated to dryness
  3. customThe remaining oil completely crystallizes after a short time
  4. customthe crystals are triturated with 50 ml of ether
  5. filtrationfiltered off with suction
  6. washwashed with a little ether
  7. customdried

Sources & evidence

ORD record
ord-d8c8267ada4d4c6e98be422185b08de0
Source dataset
uspto-grants-1989_08
Patent number
US04857070

Reaction notes

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