2,6-Xylyl isocyanate → HCID 21963346, compound

HRID 2211890Notes

Reaction equation

HRID 2211890 reaction equation
[S:1]1[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[C:3]([N:10]2[CH2:15][CH2:14][N:13]([CH2:16][CH2:17][CH2:18][C:19]3[CH:24]=[CH:23][CH:22]=[CH:21][C:20]=3[NH2:25])[CH2:12][CH2:11]2)=[N:2]1.[CH3:26][C:27]1[CH:32]=[CH:31][CH:30]=[C:29]([CH3:33])[C:28]=1[N:34]=[C:35]=[O:36]>>[S:1]1[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[C:3]([N:10]2[CH2:15][CH2:14][N:13]([CH2:16][CH2:17][CH2:18][C:19]3[CH:24]=[CH:23][CH:22]=[CH:21][C:20]=3[NH:25][C:35]([NH:34][C:28]3[C:27]([CH3:26])=[CH:32][CH:31]=[CH:30][C:29]=3[CH3:33])=[O:36])[CH2:12][CH2:11]2)=[N:2]1

Participants

3

Reactant 2

HCID 987872,6-Xylyl isocyanateHCID 21963416HCID 21963416, compound

Product 1

HCID 21963346HCID 21963346, compound

Procedure

1-{2-[3-(4-1,2-Benzisothiazol-3-yl-piperazin-1-yl)-propyl]-phenyl}-3-(2,6-dimethyl-phenyl)-urea was prepared according to the procedure outlined in Example 60, starting with 2-[3-(4-1,2-benzisothiazol-3-yl-piperazin-1-yl)-propyl]-phenylamine (100 mg) and 2,6-dimethylphenyl isocyanate (0.040 mL). The resultant white solid was recrystallized using isopropyl alcohol. 1-{2-[3-(4-1,2-benzisothiazol-3-yl-piperazin-1-yl)-propyl]-phenyl}-3-(2,6-dimethyl-phenyl)-urea was isolated in 100% purity @ 254 nm; LCMS (APCI): 500 [M+H]+.

Workup

  1. custom1-{2-[3-(4-1,2-Benzisothiazol-3-yl-piperazin-1-yl)-propyl]-phenyl}-3-(2,6-dimethyl-phenyl)-urea was prepared
  2. customThe resultant white solid was recrystallized

Sources & evidence

ORD record
ord-111b7d6243a74a54b7ddbebf7da4567e
Source dataset
uspto-grants-2006_09
Patent number
US07101886B2

Reaction notes

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