Hydrazine hydrate (1:1) → HCID 13470300, compound

HRID 485608Notes

Reaction equation

HRID 485608 reaction equation
C[NH:2]/C(/C)=C\C(OC)=O.[Cl:10][C:11]1[CH:29]=[CH:28][CH:27]=[CH:26][C:12]=1OCCOC1C=C(C=CC=1)C(Cl)=O.C[NH:31]/[C:32](/[CH3:57])=[C:33](/[C:38](=O)[C:39]1[CH:44]=[CH:43][CH:42]=[C:41]([O:45][CH2:46][CH2:47][O:48][C:49]2[CH:54]=[CH:53][CH:52]=[CH:51][C:50]=2[Cl:55])[CH:40]=1)\[C:34]([O:36][CH3:37])=[O:35].O.NN>>[CH3:57][C:32]1[NH:31][N:2]=[C:38]([C:39]2[CH:44]=[CH:43][CH:42]=[C:41]([O:45][CH2:46][CH2:47][C:12]3[CH:26]=[CH:27][CH:28]=[CH:29][C:11]=3[Cl:10])[CH:40]=2)[C:33]=1[C:34]([O:36][CH3:37])=[O:35].[CH3:57][C:32]1[NH:31][N:2]=[C:38]([C:39]2[CH:44]=[CH:43][CH:42]=[C:41]([O:45][CH2:46][CH2:47][O:48][C:49]3[CH:54]=[CH:53][CH:52]=[CH:51][C:50]=3[Cl:55])[CH:40]=2)[C:33]=1[C:34]([O:36][CH3:37])=[O:35]

Participants

6

Reactant 4

HCID 24654Hydrazine hydrate (1:1)HCID 570262213412-12-9HCID 20268352HCID 20268352, compoundHCID 178483601HCID 178483601, compound

Product 2

HCID 13470300HCID 13470300, compoundHCID 20268355HCID 20268355, compound

Procedure

Using a procedure similar to that described in Example 1, 0.5 mole of methyl 3-methylaminocrotonate and 0.5 mole of 3-[2-(2chlorophenoxy)-ethoxy]-benzoyl chloride are converted to methyl 3-methylamino-2-[3-(2-(2-chlorophenoxy)-ethoxy)-benzoyl]-crotonate of melting point 131°-133° C., the yield being 58%. When reacted with hydrazine hydrate by a procedure similar to that described in Example 1, this ester gives 5-methyl-4-methoxycarbonyl-3-[3-(2-(2-chlorophenoxy)-ethoxy)-phenyl]-pyrazole of melting point 127°-129° C., the yield being 59%.

Sources & evidence

ORD record
ord-19d7ddf95a2d452a915f6742670b5bd3
Source dataset
uspto-grants-1985_08
Patent number
US04537617

Reaction notes

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