Phosphoric Acid → HCID 12224156, compound

HRID 2071605Notes

Reaction equation

HRID 2071605 reaction equation
[C:1]1(=O)[C:14]2[C:5](=[N:6][CH:7]=[C:8]3[C:13]=2[CH:12]=[CH:11][CH:10]=[CH:9]3)[CH:4]=[CH:3][CH2:2]1.[C:16]1(N)[CH:21]=[CH:20][CH:19]=[CH:18][C:17]=1[NH2:22].OP(O)(O)=O>O>[CH:4]1[C:5]2[N:6]3[C:16]4[CH:21]=[CH:20][CH:19]=[CH:18][C:17]=4[N:22]=[C:7]3[C:8]3[CH:9]=[CH:10][CH:11]=[CH:12][C:13]=3[C:14]=2[CH:1]=[CH:2][CH:3]=1

Participants

5

Reactant 3

HCID 1004Phosphoric AcidHCID 7243O-PhenylenediamineHCID 53434997HCID 53434997, compound

Product 1

HCID 12224156HCID 12224156, compoundYield 57.5%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
300 °C

Procedure

97.6 g (0.5 mol) of phenanthridone, 60 g (0.55 mol) of o-phenylenediamine and 15 g of 85% strength H3PO4 (remainder water) are mixed and fused under nitrogen. The elimination of H2O starts from 200° C. The temperature is gradually raised to 300° C over the course of 6 hours, whilst stirring, and is additionally kept at 300° to 330° C for 8 hours. In the course of this time, about 12 g of H2O have distilled over. A fractional distillation in an oil pump vacuum is then carried out and 77 g (57.5% of theory) of benzimidazo-[1,2-f]-phenanthridine of boiling point 227° C/0.4 mm Hg and melting point 135° C are obtained as almost colourless crystals (after recrystallisation from 5 parts of ethanol). ##STR31##

Workup

  1. customstarts from 200° C
  2. distillationIn the course of this time, about 12 g of H2O have distilled over
  3. distillationA fractional distillation in an oil pump vacuum

Sources & evidence

ORD record
ord-2052299fe4e746098e7d8ccb749db3fb
Source dataset
uspto-grants-1977_09
Patent number
US04048174

Reaction notes

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