1,1'-Carbonyldiimidazole → HCID 20042448, compound

HRID 1762116Notes

Reaction equation

HRID 1762116 reaction equation
[NH2:1][C:2]1[C:3]([NH2:12])=[CH:4][C:5]2[O:9][C:8](=[O:10])[NH:7][C:6]=2[CH:11]=1.[C:13](N1C=CN=C1)(N1C=CN=C1)=[O:14]>O1CCOCC1>[O:9]1[C:5]2[CH:4]=[C:3]3[NH:12][C:13](=[O:14])[NH:1][C:2]3=[CH:11][C:6]=2[NH:7][C:8]1=[O:10]

Participants

4

Reactant 2

HCID 682631,1'-CarbonyldiimidazoleHCID 20039852HCID 20039852, compound

Product 1

HCID 20042448HCID 20042448, compoundYield 65%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

3.3 g. (0.02 mole) 5,6-diaminobenzoxazolin-2-one and 5.5 g. (0.034 mole) 1,1'-carbonyldiimidazole are dissolved in 150 ml. dioxan and heated to the boil for 3 hours. After cooling to ambient temperature, the brownish crystalline substance obtained is filtered off with suction, boiled with dimethylformamide, filtered with suction and washed with methanol. There is obtained a yield of 65% of theory of the desired compound; m.p. >360° C.

Workup

  1. customthe brownish crystalline substance obtained
  2. filtrationis filtered off with suction
  3. filtrationfiltered with suction
  4. washwashed with methanol

Sources & evidence

ORD record
ord-185352265ec446d1a799c4031f9cff71
Source dataset
uspto-grants-1989_05
Patent number
US04831032

Reaction notes

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