Pyridine → HCID 178429726, compound

HRID 979221Notes

Reaction equation

HRID 979221 reaction equation
[CH3:1][C:2]1([CH3:21])[C:19]2[C:5](=[CH:6][C:7]3[NH:11][C:10]([C:12]4[CH:17]=[CH:16][N:15]=[CH:14][CH:13]=4)=[N:9][C:8]=3[CH:18]=2)[NH:4][C:3]1=[O:20].N1C=CC=CC=1.P12(SP3(SP(SP(S3)(S1)=S)(=S)S2)=S)=[S:29]>O>[OH2:20].[OH2:20].[CH3:1][C:2]1([CH3:21])[C:19]2[C:5](=[CH:6][C:7]3[NH:11][C:10]([C:12]4[CH:17]=[CH:16][N:15]=[CH:14][CH:13]=4)=[N:9][C:8]=3[CH:18]=2)[NH:4][C:3]1=[S:29]

Participants

5

Reactant 3

HCID 1049PyridineHCID 14817Phosphorus sulfide (P2S5)HCID 178429212HCID 178429212, compound

Product 1

HCID 178429726HCID 178429726, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A solution of 2.0 g (7.2 mmol) 7,7-dimethyl-2-(4-pyridyl)-6,7-dihydro-3H,5H-pyrrolo[2,3-f]benzimidazol-6-one in 35 ml. pyridine is heated for about 5 hours to 100° C. with 4 g. phosphorus pentasulphide (P4S10). Subsequently, the reaction mixture is decomposed with water, rendered alkaline and the desired product is extracted and purified on silica gel (elution agent: methylene chloride/ammonia-saturated methanol 20:1 v/v). Yield: 1.7 g. (72% of theory); m.p. 205°-220° C.

Workup

  1. extractionthe desired product is extracted
  2. custompurified on silica gel (elution agent: methylene chloride/ammonia-saturated methanol 20:1 v/v)

Sources & evidence

ORD record
ord-fd15e21bdf094aaf9056e6097130b4f0
Source dataset
uspto-grants-1987_05
Patent number
US04666923

Reaction notes

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