Phosphorus oxide (P4O10) → HCID 21414406, compound

HRID 442386Notes

Reaction equation

HRID 442386 reaction equation
C(N1CCC(C(Cl)=O)CC1)C.[Cl:12][C:13]1[CH:14]=[CH:15][C:16]([N:30]([CH3:37])[C:31]2[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=2)=[C:17]([CH:29]=1)[NH:18][C:19](=O)[CH:20]1[CH2:25][CH2:24][N:23]([CH2:26][CH3:27])[CH2:22][CH2:21]1.P(Cl)(Cl)(Cl)=O.O=P12OP3(OP(OP(O3)(O1)=O)(=O)O2)=O>>[Cl:12][C:13]1[CH:14]=[CH:15][C:16]2[N:30]([CH3:37])[C:31]3[CH:36]=[CH:35][CH:34]=[CH:33][C:32]=3[C:19]([CH:20]3[CH2:25][CH2:24][N:23]([CH2:26][CH3:27])[CH2:22][CH2:21]3)=[N:18][C:17]=2[CH:29]=1

Participants

5

Reactant 4

HCID 14812Phosphorus oxide (P4O10)HCID 24813Phosphorus oxychlorideHCID 187838841-Ethyl-4-piperidinecarbonyl chlorideHCID 21414417HCID 21414417, compound

Product 1

HCID 21414406HCID 21414406, compound

Procedure

The general procedures of Example 1 are repeated. From 2-amino-4-chloro-N-methyldiphenylamine and 1-ethylisonipecotoyl chloride, 5'-chloro-1-ethyl-2'-(N-methylanilino)-isonipecotanilide is prepared. This intermediate is cyclized by heating with a mixture of phosphorus oxychloride and phosphorus pentoxide and, after isolation and purification by the methods described in Examples 1 and 2, 8-chloro-11-(1-ethyl-4-piperidyl)-5-methyl-5H-dibenzo[b,e][1,4]diazepine is obtained.

Workup

  1. customafter isolation and purification by the methods

Sources & evidence

ORD record
ord-199c57a69a1b45809ee2d5108dba7769
Source dataset
uspto-grants-1977_08
Patent number
US04045445

Reaction notes

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