Ammonia → HCID 57886299, compound

HRID 1818853Notes

Reaction equation

HRID 1818853 reaction equation
Br[CH2:2]/[CH:3]=[CH:4]/[CH2:5][N:6]1[C:10]2[CH:11]=[CH:12][CH:13]=[CH:14][C:9]=2[N:8]([C:15]2[CH:20]=[CH:19][C:18]([F:21])=[CH:17][C:16]=2[F:22])[S:7]1(=[O:24])=[O:23].[NH3:25]>CO>[F:22][C:16]1[CH:17]=[C:18]([F:21])[CH:19]=[CH:20][C:15]=1[N:8]1[C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=2[N:6]([CH2:5]/[CH:4]=[CH:3]/[CH2:2][NH2:25])[S:7]1(=[O:24])=[O:23]

Participants

4

Reactant 2

HCID 222AmmoniaHCID 68715158HCID 68715158, compound

Product 1

HCID 57886299HCID 57886299, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

In an analogous manner to general procedure V, 1-[(2E)-4-bromobut-2-en-1-yl]-3-(2,4-difluorophenyl)-1,3-dihydro-2,1,3-benzothiadiazole 2,2-dioxide (0.14 g, 0.33 mmol) was treated with 7N ammonia in methanol to give (2E)-4-[3-(2,4-difluorophenyl)-2,2-dioxido-2,1,3-benzothiadiazol-1(3H)-yl]but-2-en-1-amine which was treated with 1N hydrochloric acid in ether to give hydrochloride salt as a white solid (0.052 g, 40%). MS (ES) m/z 351.9 ([M+H]+).

Sources & evidence

ORD record
ord-8301b019d3794348b39294c4d17dd1d5
Source dataset
uspto-grants-2009_10
Patent number
US07601722B2

Reaction notes

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