Chloroacetyl chloride → HCID 9999443, compound

HRID 599156Notes

Reaction equation

HRID 599156 reaction equation
[CH3:1][C:2]1[S:3][C:4]([C:8]2[CH:13]=[CH:12][N:11]=[C:10]([NH:14][C:15]3[CH:20]=[CH:19][C:18]([NH2:21])=[CH:17][CH:16]=3)[N:9]=2)=[C:5]([CH3:7])[N:6]=1.[Cl:22][CH2:23][C:24](Cl)=[O:25]>>[Cl:22][CH2:23][C:24]([NH:21][C:18]1[CH:19]=[CH:20][C:15]([NH:14][C:10]2[N:9]=[C:8]([C:4]3[S:3][C:2]([CH3:1])=[N:6][C:5]=3[CH3:7])[CH:13]=[CH:12][N:11]=2)=[CH:16][CH:17]=1)=[O:25]

Participants

3

Reactant 2

HCID 6577Chloroacetyl chlorideHCID 46830767HCID 46830767, compound

Product 1

HCID 9999443HCID 9999443, compound

Procedure

By treatment of [4-(2,4-dimethylthiazol-5-yl)-pyrimidin-2-yl]-(4-aminophenyl)-amine with chloroacetyl chloride. Mp. 217-219° C. 1H-NMR (DMSO-D6) δ: 2.61 (s, 3H, CH3), 2.64 (s, 3H, CH3), 4.22 (s, 2H, CH2), 7.05 (d, 1H, J=5.4 Hz, pyrimidinyl-H), 7.50 (d, 2H, J=8.8 Hz, Ph-H), 7.70 (d, 2H, J=8.8 Hz, Ph-H), 8.49 (d, 1H, J=4.9 Hz, pyrimidinyl-H), 9.65 (s, 1H, NH), 10.20 (s, 1H, NH). MS (ESI+) m/z 374.47 [M+H]+ (C17H16ClN5OS requires 373.86).

Sources & evidence

ORD record
ord-f8ad28a4765f4896bf4df6e4f724f0a1
Source dataset
uspto-grants-2011_03
Patent number
US07897605B2

Reaction notes

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