Benzylamine → HCID 15959502, compound

HRID 1708223Notes

Reaction equation

[CH3:1][O:2][C:3]1[CH:19]=[CH:18][C:6]2[S:7](=[O:17])[C:8]([C:14]([OH:16])=O)=[C:9]([O:10][CH:11]([CH3:13])[CH3:12])[C:5]=2[CH:4]=1.[CH2:20]([NH2:27])[C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1>>[CH3:1][O:2][C:3]1[CH:19]=[CH:18][C:6]2[S:7](=[O:17])[C:8]([C:14]([NH:27][CH2:20][C:21]3[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=3)=[O:16])=[C:9]([O:10][CH:11]([CH3:12])[CH3:13])[C:5]=2[CH:4]=1

Participants

Reactant 2

HCID 7504Benzylamine

HCID 15959489HCID 15959489, compound

Product 1

HCID 15959502HCID 15959502, compoundYield 52%

Procedure

Following a procedure analogous to Example 28, Preparation B, 200 mg (0.71 mmol) of 5-methoxy-3-(1-methylethoxy)benzo[b]thiophene-2-carboxylic acid-1-oxide and 388 μL (3.55 mmol) of benzylamine gives 7 mg (52%) of 5-methoxy-3-(1-methylethoxy)-N-(phenylmethyl)benzo[b]thiophene-2-carboxamide-1-oxide as a yellow gum.

Sources & evidence

ORD record: ord-6c9d8360b30440f0a7f85c8f82a22b9d
Source dataset: uspto-grants-1994_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05356926

Reaction notes

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