Acetic Acid → HCID 18626168, compound

HRID 1387521Notes

Reaction equation

HRID 1387521 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([CH:7]=[C:8]([Cl:10])[CH:9]=1)[CH:5]=O.[NH2:11][C:12]1[CH:13]=[C:14]([CH:24]=[CH:25][C:26]=1[O:27][CH3:28])[C:15]([NH:17][C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1)=[O:16].C(O)(=O)C.C(O[BH-](OC(=O)C)OC(=O)C)(=O)C.[Na+]>>[Cl:1][C:2]1[CH:3]=[C:4]([CH:7]=[C:8]([Cl:10])[CH:9]=1)[CH2:5][NH:11][C:12]1[CH:13]=[C:14]([CH:24]=[CH:25][C:26]=1[O:27][CH3:28])[C:15]([NH:17][C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1)=[O:16]

Participants

5

Reactant 4

HCID 176Acetic AcidHCID 84263-Amino-4-methoxybenzanilideHCID 357463,5-DichlorobenzaldehydeHCID 5049666Sodium triacetoxyborohydride

Product 1

HCID 18626168HCID 18626168, compoundYield 32.4%

Procedure

Prepared according to the procedure of Example 50 using 3,5-dichloro-benzaldehyde (0.88 g, 5.0 mmol), 3-amino-4-methoxy-N-phenyl-benzamide (1.22 g, 5.0 mmol), acetic acid (0.24 g, 5.3 mmol), and sodium triacetoxyborohydride (1.12 mmol) to afford the product (0.65 g); m.p. 164-165° C. after recrystallization from ethanol.

Workup

  1. customPrepared

Sources & evidence

ORD record
ord-98c4673b90904c858a7e72411b2b2cb7
Source dataset
uspto-grants-2001_07
Patent number
US06268387B1

Reaction notes

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